Tag: M.W=300-400

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 597563-17-2, name is tert-Butyl (1-(3-bromophenyl)cyclopropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 597563-17-2

Step 2. [1-(3-Pyrazol-1-yl-phenyl)-cycIopropyl]-carbamic acid tert-butyl ester (4).This was prepared according to the literature: Antiila, J. C. et al. J. Org. Chem. 2004, 69, 5578-5587. A mixture of 1.49 g (4.8 mmol, 1.0 eq) of 1 , 0.49 g (7.2 mmol, 1.5 eq) of 2, and 1.61 g (11.7 mmol, 2.4 eq) of K2CO3 in 6.5 mL of dry toluene was prepared. While stirring, 0.15 mL (0.95 mmol, 0.20 eq) of 3 and 0.10 g (0.52 mmol, 0.11 eq) of CuI was added. The mixture was purged with N2 and was heated in a sealed vessel at 110 C for 20 h. After cooling to room temperature, the crude reaction mixture was flash chromatographed on silica with a step gradient of 20% and 30% EtOAc/hexanes as eluents. After concentration by rotary evaporation, 0.70 g (49% yield) of viscous yellow oil was isolated as product 4. (M + H)+ = 300.2. 1H-NMR (CDCI3) delta 7.92 (m, 1 H), 7.73 (m, 1 H), 7.60 (s, 1 H), 7.51 (d, J = 8.1 Hz, 1 H), 7.39 (m, 1 H), 7.18 (d, J= 7.8 Hz, 1 H), 6.48 (s, 1 H), 1.46 (s, 9H), 1.28 (m, 4H).

The synthetic route of 597563-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2007/47306; (2007); A1;,
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Related Products of 120157-97-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 120157-97-3, name is N-Boc-2-(4-Bromophenyl)ethylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Sodium hydride (60% in mineral oil, 134 mg, 3.35 mmol) was added portionwise to a solution of 1,1-dimethylethyl [2-(4-bromophenyl)ethyl]carbamate (for a preparation see Intermediate 99) (914 mg, 3.04 mmol) in tetrahydrofuran (THF) (25 mL). The reaction mixture was stirred at room temperature for 15 min, then methyl iodide (0.952 mL, 15.22 mmol) was slowly added to the mixture which was stirred under nitrogen for a further 2 h. An extra portion of methyl iodide (0.952 mL, 15.22 mmol) was then added to the mixture which was stirred at the same temperature for 2 more hours before being treated with methanol (1 mL). Most of the solvent was removed in vacuo and the residue partitioned between AcOEt (50 mL) and water (30 mL). The layers were separated and the aqueous phase was extracted with AcOEt (20 mL). The combined organic phases were washed with brine, dried over MgSO4 and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (gradient: 5 to 15% AcOEt in Hexanes) gave 1,1-dimethylethyl [2-(4-bromophenyl)ethyl]methylcarbamate (566 mg, 1.801 mmol, 59%) as a colourless oil. LCMS (method G): Retention time 1.35 min, [M+H]+=315.9 (1 Br)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, N-Boc-2-(4-Bromophenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1065114-27-3, name is tert-Butyl 2,4-dichloro-8,9-dihydro-5H-pyrimido[4,5-d]azepine-7(6H)-carboxylate, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1065114-27-3, SDS of cas: 1065114-27-3

2,4-Dichloro-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine hydrochloride (4.79 g, 18.4 mmol) was suspended in dichloromethane (50 mL), and the suspension was mixed with di-tert-butyl dicarbonate (6.0 g) and triethylamine (7.7 mL), followed by stirring at room temperature for thirty minutes. The reaction mixture was mixed with a saturated aqueous sodium bicarbonate solution, was stirred for a while and was separated. The organic layer was washed with brine and was dried over anhydrous sodium sulfate. After distilling off the solvent, the whole quantity of the residue was dissolved in tetrahydrofuran (50 mL), and the solution was mixed with 2 , 4-dichlorobenzylamine (4.2 mL) and triethylamine (11.5 mL), followed by stirring at 40C for 21 . 5 hours. The reaction mixture was diluted with water and was extracted with ethyl acetate. The organic layer was washed with brine, was dried over anhydrous sodium sulfate, and the solvent was distilled off. The residue was mixed with ethyl acetate for crystallization. The precipitated crystals were collected by filtration, were dried and thereby yielded tert-butyl 2-chloro-4-(2,4-dichlorobenzylamino)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine-7-carboxylate (4.27 g). After concentrating the filtrate, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) and thereby yielded the target compound (0.76 g, 5.03 g in total with the above-mentioned crystals, in a yield of 60%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 2,4-dichloro-8,9-dihydro-5H-pyrimido[4,5-d]azepine-7(6H)-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1552842; (2005); A1;,
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Reference of 316146-27-7, The chemical industry reduces the impact on the environment during synthesis 316146-27-7, name is N-(4-Bromophenyl)-3-phenylpropanamide, I believe this compound will play a more active role in future production and life.

b) Preparation of intermediate 11; The reaction was carried out twice. POCl3 (1.225 mol) was added dropwise at 10¡ãC to DMF (0.525 mol). Then intermediate 10 (0.175 mol) was added at room temperature. The mixture was stirred overnight at 8O0C, poured out on ice and extracted with CH2CI2. The organic layer was dried (MgSO4), filtered, and the solvent was evaporated. Yield: 77.62 g of intermediate 11 (67percent).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, N-(4-Bromophenyl)-3-phenylpropanamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/435; (2007); A1;,
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Electric Literature of 120157-97-3, The chemical industry reduces the impact on the environment during synthesis 120157-97-3, name is N-Boc-2-(4-Bromophenyl)ethylamine, I believe this compound will play a more active role in future production and life.

To a solution of 4-BROMOPHENETHYLAMINE (10G, 48. 98mmol) in anhydrous DMF (150mL), containing anhydrous triethylamine (35mL, 244.9 mol), was added BOC2O. The reaction mixture was heated for 15 minutes at 50C. After cooling to room temperature, brine (100ML) and HCI (1N, 100ML) were added subsequently, and the mixture was extracted several times with ether. The recombined organic layer was washed again with brine, dried over sodium sulfate, filtered and evaporated. The crude was flashed with 10% ethyl acetate in hexanes to give the [2- (4-BROMO-PHENYL)-ETHYL]-CARBAMIC acid tert-butyl ester.’H NMR (CDCI3, 300MHZ) : 1.41 (s, 9H); 2.22 (t, J=7. 1HZ, 2H); 3.31 (m, 2H); 4.67 (s, broad, 1 H); 7.03 (d, J=8.2Hz, 2H); 7.38 (d, J=8.2Hz, 2H). A mixture of the above mentioned compound (1. 00g, 3. 33MMOL), 3, 4-DIMETHOXYPHENYLBORONIC acid (1. 21 G, 6. 66MMOL), and potassium hydroxide (2N, 5mL, 10MMOL) in THF (15mL) was degassed using argon for 5 minutes. Palladium tetrakis-triphenylphosphine (200mg, 0. 167MMOL) was added and the mixture was heated at 85C. After 24 hours, the reaction mixture was allowed to cool to room temperature. Brine (20mL) was added and the reaction mixture was extracted several times with ether. The recombined organic phase was extracted with brine, dried over sodium sulfate, filtered, and evaporated. Silica gel chromatography of the crude using 20% ethyl acetate/n-hexane afforded [2- (3′, 4′-DIMETHOXY-BIPHENYL-4YL)-ETHYLAMINE]-CARBAMIC acid tert-butyl ester as a white SOLID. 1H-NMR (CDCI3, 300MHZ) : 1.44 (s, 9H); 2.82 (t, J=6.9Hz, 2H); 3.39 (m, 2H); 3.91 (s, 3H); 3.93 (s, 3H); 4.67 (s, broad, 1H) ; 6.92 (d, J=8.2Hz, 1 H) ; 7.11 (m, 2H); 7.25 (m, 2H); 7.48 (d, J=8. 1 Hz, 2H). A solution of the above mentioned compound (1.14g, 3. 19mmol) in anhydrous methanol (50mL) was cooled in ice bath and then treated drop wise with acetyl chloride. Stirring was continued for 30 minutes at the same temperature followed by overnight stirring at room temperature. About 30mL of the solvent was removed by evaporation and the mixture was diluted with 200mL of ether. The entitled product was collected as a white solid by filtration, followed by washing with anhydrous ether and drying under high VACUUM.’H-NMR (D20, 300MHZ) : 2.80 (t, J=6.9Hz, 2H); 3.40 (m, 2H); 3.91 (s, 3H); 3.93 (s, 3H); 4.77 (s, broad, 1H) ; 7.00 (d, J=8.2Hz, 1H) ; 7.15 (m, 2H); 7.26 (m, 2H); 7.50 (d, J=8. 1HZ, 2H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, N-Boc-2-(4-Bromophenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOMEP INC.; WO2004/50620; (2004); A2;,
Amide – Wikipedia,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 77925-80-5

[0232] A solution of 2-nitrobenzene-1-sulfonyl chloride (500 g, 2.26 mol) in pyridine (1500 mL) was added dropwise to a solution of O-benzylhydroxylamine hydrochloride (400 g, 2.51 mol) in pyridine (1500 mL) at 0 C. The reaction mixture was then stirred at 20 C. overnight. The mixture was concentrated in vacuum, diluted with DCM and washed with HCl (10%) three times. The combined organic layer was concentrated in vacuum and re-crystallized with DCM to afford N-(benzyloxy)-2-nitrobenzenesulfonamide (485 g, 62.6%) as a yellow solid. [0233] To a solution of N-(benzyloxy)-2-nitrobenzenesulfonamide (212 g, 0.69 mol) in THF (1000 mL) was added (2S,5S)-1-tert-butyl 2-ethyl 5-hydroxypiperidine-1,2-dicarboxylate (171 g, 0.63 mol) and PPh3 (275 g, 1.05 mol), followed by dropwise addition of a solution of DEAD (195 g, 1.12 mol) in THF (500 mL). The mixture was then stirred at 20 C. overnight. The reaction mixture was then concentrated in vacuum and purified by silica gel column chromatography (3:1 petroleum ether/EtOAc) to afford (2S,5R)-1-tert-butyl 2-ethyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)piperidine-1,2-dicarboxylate (283.8 g, 80%) as a yellow oil.

According to the analysis of related databases, 77925-80-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gu, Yu Gui; He, Yong; Yin, Ning; Alexander, Dylan C.; Cross, Jason B.; Busch, Robert; Dolle, Roland E.; Metcalf, III, Chester A.; US2013/296555; (2013); A1;,
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194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

General procedure: Oxime 1 (20 mg, 51.5 mumol) and HOBt.H2O (7.9 mg, 51.5 mumol)were dissolved in 1.5mL of DMF and DIC (8 muL, 51.5 mmol) wasadded. It was stirred for 5 min, then tert-butyl 2-aminoethylcarbamate hydrochloride (20 mg, 102 mumol) and DIEA(18 muL, 102 mumol) were added to the solution. The mixture wasstirred at 50 C for 16 h then it was evaporated in vacuo. The crudeproduct was purified by column chromatography on silica gel 60with CHCl3-MeOH (8:2) to give 22.2 mg (81%) of 2 as yellowish oil.

The synthetic route of 194920-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dvoracsko, Szabolcs; Keresztes, Attila; Mollica, Adriano; Stefanucci, Azzurra; Macedonio, Giorgia; Pieretti, Stefano; Zador, Ferenc; Walter, Fruzsina R.; Deli, Maria A.; Kekesi, Gabriella; Banki, Laszlo; Tuboly, Gabor; Horvath, Gyoengyi; Toemboely, Csaba; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 571 – 588;,
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Application of 77925-80-5, A common heterocyclic compound, 77925-80-5, name is N-(Benzyloxy)-2-nitrobenzenesulfonamide, molecular formula is C13H12N2O5S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2S,5S)-1-(tert-butyl) 2-ethyl 5-hydroxylpiperidine-1,2-dicarboxylate (130 g, 475.62 mmol), triphenylphosphine (212 g, 809.16 mmol) and N-(benzyloxy)-2-nitrophenyl-1-sulfamide (161.4 g, 523.5 mmol) were dissolved in tetrahydrofuran (1500 mL), cooled to 0C, diethyl azodicarboxylate (149.1 g, 856.16 mmol) was added dropwise under nitrogen gas protection, after adding, the reaction solution was heated to room temperature and stirred overnight, concentrated, and the crude product was purified by silica gel chromatograph (ethyl acetate : petroleum ether = 1:5) to obtain the title compound as a yellow oil (210 g, yield 78%).

The synthetic route of 77925-80-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (77 pag.)EP3281942; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 224789-21-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 224789-21-3 as follows.

Example 5 Preparation of 2-(2-ethoxy-5-chlorosulfonyl)-phenyl-5-methyl-7-n-propyl-3H-imidazolo[5,1-f][ 1,2,4]triazine-4-one Chlorosulfuric acid (50ml)was added into a 100ml three-neck flask with a stirrer, 2-(2-ethoxy)-phenyl-5-methyl-7-n-propyl-3H-imidazolo[5,1-f][1,2,4]triazine-4-one (31.2g (0.1mol))was added in batches under stirring in an ice bath. The reaction was exothermic and was performed for 12 hrs. The reaction solution was slowly poured into icy water (100g), a white solid was separated out, filtered, dried. A white solid (30g)was obtained with a yield of 76%.

According to the analysis of related databases, 224789-21-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Dade Pharmaceutical Group Co., Ltd.; WANG, Jianping; WANG, Jianguo; EP2666776; (2013); A1;,
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Electric Literature of 1032350-06-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1032350-06-3, name is tert-Butyl (1-(4-bromophenyl)cyclobutyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

Potassium acetate (2.41 g) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (6.25 g) are sequentially added to a DMF (25 mL) solution of the product (3.21 g) of Reference Example 56(3), and the mixture was placed in a nitrogen atmosphere. [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (360 mg) was added thereto, and the mixture was stirred at 80 C. for 10 hours. The reaction mixture was cooled to room temperature, and water was added thereto, followed by extraction with ethyl acetate. The combined organic layer was washed with saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane:ethyl acetate) to give the desired product (3.20 g, yield: 87%) as a colorless solid. 1H-NMR (CDCl3) delta: 7.79 (2H, d, J=8.0 Hz), 7.43 (2H, d, J=8.0 Hz), 5.07 (1H, br s), 2.59-2.31 (4H, m), 2.14-2.03 (1H, m), 1.90-1.78 (1H, m), 1.36 (9H, s), 1.34 (12H, s) ESI-MS m/z 374 (MH+)

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (1-(4-bromophenyl)cyclobutyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Nakamura, Masayuki; Niiyama, Kenji; Kamijo, Kaori; Ohkubo, Mitsuru; Shimomura, Toshiyasu; US2014/5185; (2014); A1;,
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