Author: tianli

621-38-5, 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 621-38-5 as follows.

Example 43-chloro -2 the same-acetamido […] synthesis ofTo 10 ml reaction flask by adding 3-bromo(acetylaniline) (0.2mmol, 42 . 81 mg), palladium acetate (0.002mmol, 0 . 45 mg), 3- chloroiodobenzene (0.22mmol, 52 . 46 mg), K3PO4(0.6mmol, 127 . 36 mg), silver acetate (0.3mmol, 50 . 07 mg), TFA (0.1mmol) and DCE (2 ml), for 90 C reaction under the conditions, the TLC reaction monitoring, when the temperature is reduced to the room temperature, adding phenylo boric acid (1.2mmol, 29 . 26 mg) with the ligand two phenol (0.004mmol, 1 . 07 mg), 80 C to continue reaction, the end point of the detection reaction TLC. When the reaction to room temperature, add 5 ml ethyl ether, the reaction solution is poured into the separatory funnel, using 5 ml ethyl ether washing reaction bottle, and then merged into the separatory funnel in ethyl ether, is added to the separatory funnel in 10 ml saturated NaCl solution, oscillating, liquid, so then to 10 ml ¡Á 2 of ethyl ether extraction, combined with the phase, adding anhydrous sodium sulfate for drying, filtering, vacuum screwed out of the solvent, with petroleum ether and ethyl acetate 3:1(v/v) as the mobile phase, rapid column separation, get the pure product white solid 3-chloro -2 the three-acetamido […] biphenyl, yield 86.5%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 621-38-5, and friends who are interested can also refer to it.

Reference:
Patent; Heilongjiang University; Chu, Wenyi; Ren, Limin; Sun, Zhizhong; Guan, Dinghui; Han, Lu; Wang, Lulu; Shi, Yang; (10 pag.)CN104003895; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common heterocyclic compound, 636-76-0, name is 3-Sulfamoylbenzoic acid, molecular formula is C7H7NO4S, 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. 636-76-0.

General procedure: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL¡Á3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

The synthetic route of 3-Sulfamoylbenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ganesh, Thota; Jiang, Jianxiong; Dingledine, Ray; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 521 – 535;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, A new synthetic method of this compound is introduced below., 177906-48-8

To a stirred solution of 1-benzyl-3-methyl-1H-pyrazole-5-carboxylic acid (0.150 g, 0.69 mmol) in DMF (5 mL) was added HATU (0.393 g, 1.0 mmol) and diisopropylethylamine (0.24 mL, 1.4 mmol). The solution was stirred for 10 min at 0oC. tert-Butyl ((1r,4r)-4-aminocyclohexyl)carbamate (0.147 g, 0.69 mmol) was added and the reaction stirred at rt for 2 h. The progress of the reaction was monitored by TLC. After complete consumption of starting material, the reaction was quenched with water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4and concentrated under reduced pressure to obtain a crude residue which was purified by column chromatography to afford tert-butyl ((1r,4r)-4-(1- benzyl-3-methyl-1H-pyrazole-5-carboxamido)cyclohexyl)carbamate (0.08 g, 25%)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 121492-06-6

To a solution of 3-[8-(2,6-difluorophenyl)-2-(methylsulfinyl)-7-oxo-5, 6,7,8- tetrahydropyrimido[4,5-Patent; GLAXO GROUP LIMITED; WO2007/147109; (2007); A2;,
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Amide – an overview | ScienceDirect Topics

108468-00-4, Name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, 108468-00-4, 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.

EXAMPLE 134 N-(4-tert.butoxycarbonylaminomethyl-phenylmethyl)-3-(4′-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide Prepared analogously to Example 34 from 3-(4′-trifluoromethyl-biphenyl-2-carbonylamino)-benzoic acid, 4-(tert.butoxycarbonyl-aminomethyl)-benzylamine, TBTU and N-ethyldiisopropylamine in dimethylformamide. Yield:89% of theory Rf value:0.70 (silica gel; dichloromethane/ethanol 9:1)

Statistics shows that 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene is playing an increasingly important role. we look forward to future research findings about 108468-00-4.

Reference:
Patent; Priepke, Henning; Hauel, Norbert; Thomas, Leo; Mark, Michael; Dahmann, Georg; US2002/32238; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 6292-59-7

At room temperature, the appropriate amount of organic solvent (volume ratio of 1: DMAC 2 and the mixture of PEG-200), addOn the lOOmmol formula , compounds, lOmmol catalyst 150mmol formula (II) (as 8mmol triple error (A1C13) 2mmol chloride and zinc iodide (Znl2) mixture), 50mmol oxidant Phi (TFA) 2,18mmol aid 85mmol of niobium pentachloride and trifluoromethanesulfonic acid; and then warmed to 75 ¡ã C, and the reaction was stirred at this temperature for 2.5 hours;After the [0051] reaction, the reaction system was cooled to room temperature, followed by addition of a saturated aqueous solution of sodium thiosulfate was sufficiently washed with acetone was added and extracted 3 times, the combined organic phase was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure , the residue by flash column chromatography on silica gel, ethyl acetate and an equal volume of petroleum ether mixture as eluent, to afford the compound of formula (III), in a yield of 97.3percent

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, 6292-59-7, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang Wei; Zhang, Wei; (10 pag.)CN105294518; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common heterocyclic compound, 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, molecular formula is C8H17NO3, 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. 57561-39-4.

A solution of tert-butyl (2-hydroxyethyl)(methyl)carbamate (6.0 g, 34.24 mmol) and triethylamine (6.92 g, 68.48 mmol) in dichloromethane (100 mL) was added dropwise methanesulfonyl chloride (4.68 g, 41.09 mmol) at 0 oC under nitrogen. The reaction was stirred for 1 h at 0 oC. The resulting solution was washed with water (3×20 mL). The organic phase was dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under vacuum to afford 2-[tert-butoxycarbonyl(methyl)amino]ethyl methanesulfonate (8 g, 31.58 mmol, 92.2% yield) as a colorless oil. LCMS (ESI) [M+H]+ =254.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl (2-hydroxyethyl)(methyl)carbamate, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LIANG, Jun; MALHOTRA, Sushant; MENDONCA, Rohan V.; RAJAPAKSA, Naomi; SIU, Michael; STIVALA, Craig; TELLIS, John C.; WEI, BinQing; CHAN, Bryan K.; DROBNICK, Joy Alison; GAZZARD, Lewis J.; HEFFRON, Timothy; JONES, Graham; LAINCHBURY, Michael; MADIN, Andrew; SEWARD, Eileen; CARTWRIGHT, Matthew W.; GANCIA, Emanuela; FAVOR, David; FONG, Kin-Chiu; GOOD, Andrew; HU, Yonghan; (298 pag.)WO2020/23560; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, I believe this compound will play a more active role in future production and life. 67442-07-3

C. Synthesis of Intermediate 22 [0210] A 3-neck flask was charged with 21 (100 g) and THF (800 mL). The solution was degassed three times by slowly applying vacuum, followed by breaking vacuum with nitrogen. The solution was cooled to -10 C. internal temperature. A solution of 2N i-PrMgCl solution in THF (125 g, 1.04 mole equiv) was added slowly while maintaining internal temperature at -10 C. to 0 C. The resulting mixture was then stirred for 30 minutes at -10 C. until reaction was complete. 2-Chloro-N-methoxy-N-methylacetamide (40.6 g, 1.20 mole equiv) was dissolved in MTBE (122 g, 1.22 wt equiv) and filtered through a 1 mum filter. The MTBE solution of the acetamide was then added slowly to the flask maintaining internal temperature at -10 C. to 0 C. Upon completion of the addition, the internal temperature was adjusted to 0 C. and agitated for 2 hours. After the reaction is complete, 1N HCl (750 g) was added slowly so that the internal temperature did not exceed 20 C. If necessary, the internal temperature was adjusted to 20 C. The layers were separated and the aqueous layer was extracted with MTBE (410 g). The organic layers were combined and dried over MgSO4. The MgSO4 was filtered off and rinsed with THF (200 g). The filtrate and rinse were concentrated under vacuum 10 volumes (1000 mL). Isopropanol (785 g) was added and small amounts of crystals began to form. This slurry was again concentrated under vacuum to 10 volumes (1000 mL). Isopropanol (785 g) was once again added and the slurry was concentrated under vacuum to 10 volumes (1000 mL). The internal temperature was adjusted to 20-25 C. and agitated for ca. 30 minutes. The slurry was filtered and rinsed with isopropanol (100 g) then dried under vacuum to provide 62.28 g (70.8%, 98% purity by HPLC) of the product 22 as an off-white to pale yellow solid. 1H NMR (400 MHz, CDCl3, delta): 8.19 (s, 1H), 8.12 (d, J=7.8 Hz, 1H), 7.82 (s, 1H), 7.67 (d, J=8.0 Hz, 2H), 7.52 (d, J=7.8 Hz, 1H), 4.71 (s, 2H). 19F NMR (376 MHz, CDCl3) delta -111.4 (s, 2F).

The chemical industry reduces the impact on the environment during synthesis 67442-07-3. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gilead Sciences, Inc.; Scott, Robert William; Vitale, Justin Philip; Matthews, Kenneth Stanley; Teresk, Martin Gerald; Formella, Alexandra; Evans, Jared Wayne; US2013/324740; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 1943-79-9, name is Phenyl methylcarbamate, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1943-79-9

(2) A mixture of t-butyl 2-{[(3-fluoroalinino)carbothioyl]amino}ethylcarbamate (1.81g) prepared in above (1), alpha-bromo-4′-morpholinoacetophenone (1.56g) and ethanol (20ml) was stirred at 45C under nitrogen atmosphere. One hour later, resulted crystals were filtered to give tert-butyl {2-[2-[(3-fluorophenyl)imino]-4-(4-mnorpholinophenyl)thiazol-3(2H)-yl]ethyl}carbamate (1.76g). A mixture of thus obtained compound (1.76g), methanol (5ml) and 4N-HCl dioxane (50ml) was stirred at room temperature. Three hours later, the reaction mixture was concentrated in vacuo, and the insoluble materials were filtered off to give N-[3-(2-aminoethyl)-4-(4-morpholinophenyl)thiazol-2(3H)-idene]-3-fluoroaniline (1.57g). To a mixture of thus obtained compound (1.57g), aqueous 2N-sodium hydroxide solution (10ml) and tetrahydrofuran (20ml) was added phenyl N-methylcarbamate (907mg), and the mixture was stirred at 55C. Three hours later to the reaction mixture was added water, and the mixture was extracted with ethyl acetate. An organic layer was washed with brine and dried over sodium sulfate. After removal of the solvent in vacuo, the residue was crystallized from methanol to give the titled compound (810mg) as needles. mp:190-191C IR (KBr, cm-1): 3328, 2949, 2852, 1618, 1595, 1577. 1H-NMR (CDCl3): delta2.69 (3H, d, J=4.8), 3.26 (4H, t, J=4.8), 3.45 (2H, m), 3.89-3.93 (6H, m), 5.10-5.60(2H, m), 5.80 (1H, s), 6.80-6.93 (3H, m), 6.97 (2H, d, J=8.8), 7.28-54 (3H, m).

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, 1943-79-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP2016945; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

34801-09-7, Name is N-(2-Aminophenyl)acetamide, 34801-09-7, 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.

General procedure (Method A): To a solution of aniline (32.25 mmol) in 30 ml of benzene was added p-TSA (12.25 g, 64.5 mmol), TEOF (4.7 g, 32.25 mmol), CuCl (10 mol %) at rt, mixture was heated to 50 C. Maintaining 50 C, powdered NaNO2 (2.09 g, 32.25 mmol) was added portion wise over 15 min, frothing was observed during the addition which subsided. The reaction mixture was maintained at the same temperature for 30 min to complete the reaction, monitored by TLC. The reaction mixture was cooled to rt, filtered to remove the solid precipitated, washed with EtOAc and organic layer was evaporated to dryness to get sticky residue, which was extracted with petroleum ether (60-80) followed by evaporation of solvent to yield the crude biaryl. It was purified by recrystallization from methanol/column chromatography ethyl acetate/petroleum ether (0.5:10) as eluent.

Statistics shows that N-(2-Aminophenyl)acetamide is playing an increasingly important role. we look forward to future research findings about 34801-09-7.

Reference:
Article; Chaturbhuj, Ganesh U.; Akamanchi, Krishnacharya G.; Tetrahedron Letters; vol. 52; 38; (2011); p. 4950 – 4953;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics