Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 21440-97-1, name is 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one, 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 21440-97-1, Formula: C10H10BrNO2

6-bromo-4,4-dimethyl-lH-3,l-benzoxazin-2-one (250 mg, 0.976 mmol) was dissolved in dimethylformamide (5 mL) and potassium carbonate (0.204 g, 1.46 mmol) was added. The suspension was stirred for 10 min and then iodoethane (0.158 mL, 1.95 mmol) was added. The reaction mixture was heated to 60C and stirred for 4 h. The reaction mixture was poured into ice/water and then extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with brine (2×20 mL). dried and concentrated. The crude oil was purified by flash chromatography to give the desired compound (0.275 g, 99%) as a colorless oil. LCMS: 0.98 min; ES+ 284/286 (M+H+); XH NMR (CHLOROFORM-d, 400MHz): delta (ppm) 7.43 (d,lH), 7.28 (s, 1H), 6.86 (d, 1H), 3.98 (q, 2H), 1.67 (s, 6H), 1.32 (t, 3H)

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, 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SYNGENTA PARTICIPATIONS AG; CUTLER, Sean, R.; LACHIA, Mathilde, Denise; WENDEBORN, Sebastian, Volker; GODFREY, Christopher, Richard Ayles; SABBADIN, Davide; (82 pag.)WO2018/17490; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 864448-41-9 as follows. Formula: C11H20N2O3

To a mixture of 3-oxa-7,9-diaza-bicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester (171 mg, 0.75mmol) and DIPEA(0.45 mL, 2.5 mmol) in CH2C12 (10 mL) was added (R)-6- bromomethyl-4-(2-chloro-4-fluoro-phenyl)-2-thiazol-2-yl-l,4-dihydro-pyrimidine-5-carboxylic acid methyl ester(222 mg, 0.5 mmol). The mixture was stirred at room temperature for 16 hours The mixture was concentrated in vacuo. The residue was purified by flash column chromatography to afford 9-[(R)-6-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-thiazol-2- yl-3,6-dihydro-pyrimidin-4-ylmethyl]-3-oxa-7,9-diaza-bicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester as yellow oil (0.28 g, 94%). MS: calc’d (MH+) 592, measured (MH+) 592.

According to the analysis of related databases, 864448-41-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GUO, Lei; HU, Taishan; HU, Yimin; KOCER, Buelent; KOU, Buyu; LI, Gangqin; LIN, Xianfeng; LIU, Haixia; SHEN, Hong; SHI, Houguang; WU, Guolong; ZHANG, Zhisen; ZHOU, Mingwei; ZHU, Wei; WO2014/184328; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

83948-53-2, name is tert-Butyl N-(3-Bromopropyl)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. Product Details of 83948-53-2

An aqueous solution (5 mL) of NaN3 (1.4 g; 21.5 mmol) and 2-3 drops of Aliquat 336 are added to a stirred solution of 3-BOC-amino-propyl bromide (5 g; 21.5 mmol) in toluene (10 mL); the mixture is heated at the reflux temperature for 4 hrs. After cooling at r. t., the organic phase is separated, dried over Na2SO4, and evaporated to dryness in vacuum to give 3-BOC-amino-propyl azide (3.75 g; 18.3 mmol) as a transparent oil (yield 85%).

The synthetic route of 83948-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dompe farmaceutici s.p.a.; ALLEGRETTI, Marcello; BERTINI, Riccardo; BERDINI, Valerio; BIZZARRI, Cinzia; CESTA, Maria, Candida; DI CIOCCIO, Vito; CASELLI, Gianfranco; COLOTTA, Francesco; GANDOLFI, Carmelo; (32 pag.)EP1366018; (2016); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 89979-12-4, 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. 89979-12-4, name is 5-Chloro-2-(methylsulfonamido)benzoic acid belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 63Starting material intermediate 60 (200 mg) was dissolved in 10 ml of dioxane, to the solution was added concentrated HC1 (1 ml). The reaction was completed in 30mins, solvent was evaporated and the residue was used in the next step. 2- methanesulfonamido-5-chlorobenzoic acid (20 mg, 0.08 mmol), HATU (38 mg, 0.1 mmol) were dissolved in anhydrous DMF (2 ml). After activation for 1 hour, to the above solution was added previous step crude product (20 mg, 0.05 mmol) and triethylamine (40 mu). The reaction was stirred under nitrogen for lh. Solvents were removed by rotary evaporation. The residue was purified with preparatory HPLC to provide compound 63. (Yield 9 mg, 26 %).1H-NMR (CD3OD, 400 MHz): delta 8.78 (s, 1H), 7.65 (d, J= 7.2 Hz, 1H), 7.25 (d, J= 7.2 Hz, 1H), 7.18 (s, 1H), 6.68 (s, 1H), 6.1 1 (s, 1H), 4.46 (s, 2H), 3.83 (s, 5H), 3.81 (s, 3H), 3.04-2.94 (m, 3H), 2.91-2.80 (m, 3H), 2.57-2.48 (m, 3H), 2.22-2.16 (m, 2H), 1.76-1.74 (m, 2H), 1.51 (s, 2H). LCMS m/z [M+H]+ C26H31C1N604S requires: 559.18. Found 559.24HPLC Tr (min), purity %: 2.74, 98%

The synthetic route of 5-Chloro-2-(methylsulfonamido)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BABAOGLU, Kerim; BOOJAMRA, Constantine, G.; EISENBERG, Eugene, J.; HUI, Hon Chung; MACKMAN, Richard, L.; PARRISH, Jay, P.; SANGI, Michael; SAUNDERS, Oliver, L.; SIEGEL, Dustin; SPERANDIO, David; YANG, Hai; WO2011/163518; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 758-96-3, 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 758-96-3 as follows.

General procedure: To a solution of 5-chloro-N-cyanothiophene-2-carboximidamide in CH3CN was added N,N-dimethylacetamide and POCl3. The mixture was stirred at 70 C overnight under N2. TLC showed starting material was consumed. The mixture was then poured into NaHCO3 (aq) carefully and the precipitate collected. The dried compound was taken to the next step without further purification.

According to the analysis of related databases, 758-96-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hagen, Timothy J.; Mo, Xuesheng; Burgin, Alex B.; Fox III, David; Zhang, Zheng; Gurney, Mark E.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 16; (2014); p. 4031 – 4034;,
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. 16313-66-9, name is 2-Amino-5-bromobenzamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7BrN2O

General procedure: 3.3.1 6-Bromo-8-iodo-2-phenylquinazolin-4(3H)-one (4a) A stirred mixture of 2 (1.00 g, 2.94 mmol), benzaldehyde (0.37 g, 3.52 mmol) and iodine (1.49 g, 5.88 mmol) in ethanol (100 mL) was refluxed for 7 h and then allowed to cool to room temperature. The mixture was quenched with an ice-cold aqueous sodium thiosulfate solution and the precipitate was filtered and recrystallized to afford 4a as a white solid (1.10 g, 87%), mp>345 C; numax (ATR) 527, 552, 636, 688, 698, 848, 946, 1129, 1291, 1384, 1446, 1470, 1563, 1598, 1658, 3073, 3164 cm-1; deltaH (500 MHz, DMSO-d6) 7.56-7.62 (m, 3H), 8.20 (d, J=2.0 Hz, 1H), 8.25-8.29 (m, 2H), 8.49 (d, J=2.0 Hz, 1H), 12.86 (s, 1H); deltaC (125 MHz, DMSO-d6) 103.5, 119.7, 122.9, 128.5, 128.9, 129.2, 132.4, 132.7, 145.9, 148.1, 153.7, 161.7; m/z 427 (100, MH+); HRMS (ES): MH+, found 426.8937. C14H979BrIN2O+ requires 426.8943.

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:
Article; Paumo, Hugues K.; Mphahlele, Malose J.; Rhyman, Lydia; Ramasami, Ponnadurai; Tetrahedron; vol. 72; 1; (2016); p. 123 – 133;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 53844-02-3, name is Benzyl (2-bromoethyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C10H12BrNO2

A solution of benzyl 2-bromoethylcarbamate (7.23 g), tert-butyl 4-piperidinyl-carbamate formic acid salt (4.63 g) and triethylamine (8 ml) in acetonitrile (30 ml) was heated at reflux for 24 hours. After the reaction mixture was concentrated under reduced pressure, water was added to the residue, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated solution of sodium chloride and was dried with magnesium sulfate. After concentration under reduced pressure, the residue was subjected to purification using column chromatography (ethyl acetate/hexane) to obtain benzyl 2-[4-(tert-butoxycarbonylamino)piperidin-1-yl]ethylcarbamate (5.5 g) as colorless crystals. 1H-NMR (200 MHz, CDCl3) delta1.22-1.43 (2H, m), 1.44 (9H, s), 1.84-1.97 (2H, m), 2.01-2.16 (2H, m), 2.39-2.49 (2H, m), 2.71-2.85 (2H, m), 3.23-3.35 (2H, m), 3.36-3.54 (1H, m), 4.29-4.54 (1H, m), 5.10 (2H, s), 5.18-5.32 (1H, m), 7.29-7.42 (5H, m).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53844-02-3.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6627651; (2003); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 144222-23-1, 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. 144222-23-1, name is tert-Butyl 4-aminobutyl(methyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of l-(4-chloro-6-methyl-2-pyrimidinyl)-3-(3,4-dichlorophenyl)urea (1) (1.4g, 4.3mmol) and toluene (6.5 mL) was heated to reflux with stirring. To this was added N- (4-Aminobutyl)-N-methyl carbamic acid tert-butyl ester (1.0 g, 5.2 mmol), and triethylamine (0.91 mL, 6.4 mmol) and reflux continued for 30 minutes. Upon cooling methanol was added and the precipitate formed was filtered and washed with diethyl ether to give the title compound (25) (2.0 g, 90%). LC/MS: Rt = 3.97 min, m/z = 497.2-499.2 [MH+].

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 4-aminobutyl(methyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CURTANA PHARMACEUTICALS, INC.; BEATON, Graham; TUCCI, Fabio C.; RAVULA, Satheesh B.; MCHARDY, Stanton F.; RUIZ, Francisco Xavier, III; LOPEZ, Ambrosio, Jr.; CAMPOS, Bismarck; WANG, Hua-Yu Leo; (241 pag.)WO2016/138479; (2016); A1;,
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. 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 16982-21-1

4-Chloromethyl-thiazole-2-carboxylic acid ethyl ester was prepared according to Summers, J. B., Jr. et al. (U.S. Pat. No. 5,486,525): A mixture of ethyl thiooxamate (7.0 g, 52.6 mmol) and 1,3-dichloroacetone (7.0 g, 55.1 mmol) in ethanol (300 mL) was heated at reflux overnight. The solvent was evaporated under reduced pressure, and the crude material was partitioned between methylene chloride and aqueous sodium hydrogen carbonate. The organic layer was dried (magnesium sulfate), filtered, evaporated and purified by chromatography on flash silica gel, eluting with 15% ethyl acetate/hexane to give 4-chloromethyl-thiazole-2-carboxylic acid ethyl ester (4.0 g, 37%) as an orange oil. 1HNMR (CDCl3): 6 7.64 (s, 1H), 4.78 (s, 2H), 4.51 (q, J=7.0 Hz, 2H), 1.46 (t, J=7.0 Hz, 3H). MS (APCI+): 206 (100).

The synthetic route of 16982-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chu, Chang An; Gillespie, Paul; Tilley, Jefferson Wright; US2004/266856; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 673-66-5, 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. 673-66-5, name is Azocan-2-one, This compound has unique chemical properties. The synthetic route is as follows.

Dimethyl sulfate (1.42 mL, 15 mmol) and 2-azacyclooctanone (1.91 g, 15 mmol) were added to a dried, argon flushed 2-necked round bottomed flask and the mixture was heated at 60 0C for 23 h. The mixture was then cooled to r.t. and added to a saturated aq. solution of Na2CO3 (100 mL). This solution was extracted with ether, dried over Na2SO4, filtrated and evaporated to give a brownish oil of the title compound (1.71 g, 81%). 1H NMR (CDCl3) delta: 3.62 (s, 3H); 3.44-3.40 (m, 2H); 2.34-2.30 (m, 2H); 1-71-1.65 (m, 2H); 1.64-1.58 (m, 2H); 1.50-1.44 (m, 2H); 1.42-1.35 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis Azocan-2-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2008/64136; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics