Month: March 2021

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. 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows., name: 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide

To a solution of 2-chloro-6-methylbenzoic acid (2.0 g, 11.72 mmol) in cone H2SO4 (4 mL) was added 2,2,2-trifluoro-N-(hydroxymethyl)acetamide (1.26 g, 8.80 mmol). The mixture was stirred at rt for 16 h. The reaction mixture was poured into ice-water and stirred for 2 h. The precipitate was collected by filtration and dried to afford 1.80 g of the title product and 6- chloro-2-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid as mixture of products.

According to the analysis of related databases, 50667-69-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
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Related Products of 85006-25-3, The chemical industry reduces the impact on the environment during synthesis 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, I believe this compound will play a more active role in future production and life.

Example 29: 2-r i -r2,5-difluoro-4-rr(3,S,,6R)-3-methyl-l,l-dioxo-6-phenyl-thiazinan-2- Step 1: ferf-Butyl ((ferf-butoxycarbonyl)oxy)(l-(2,5-difluoro-4-(((3^,6R)-3-methyl-l,l-dioxido-6-phenyl- l,2-thiazinan-2-yl)methyl)phenyl)ethyl)carbamate To a solution of l-(2,5-difluoro-4-(((35′,6R)-3-methyl-l,l-dioxido-6-phenyl-l,2-thiazinan-2- yl)methyl)phenyl)ethyl methanesulfonate (500 mg, 1.1 mmol) in acetonitrile (30 mL) was added tert- butyl ferf-butoxycarbonyloxycarbamate (492 mg, 2.1 mmol) and Cs2C03 (1 g, 3.1 mmol). The mixture was stirred at 130 C for 3 h. The solid was removed by filtration and the filtrate was evaporated. The resulting residue was purified by Biotage Flash column (20 g silica, UV254, PE/EA= 1:0-2: 1) to afford the title compound (363 mg, 50% yield) as a white solid. LCMS (ESI): m/z = 633.0 [M+Na]+.

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 (tert-butoxycarbonyl)oxycarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; FAUBER, Benjamin; LADDYWAHETTY, Tammy; RENE, Olivier; (105 pag.)WO2016/96936; (2016); A1;,
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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. 2603-10-3, name is Methyl N-Phenylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 2603-10-3

General procedure: The urethane 1 (0.66 mmol) was dissolved in dry toluene (2 mL). The alcohol (3 equiv, 1.98 mmol) and the base (1.2 equiv,0.79 mmol) were added and the reaction mixture was heated at 60C with continuous agitation during 20h. To isolate thepure product, water (10 mL) and ethyl acetate (10 mL) were added to the reaction mixture. The organic layer was separated,dried on magnesium sulfate and the solvent was evaporated. The residue was purified by silica column chromatographyeluting with a 10-50% ethyl acetate/cyclohexane gradient. The fractions were concentrated under reduced pressure to givethe desired product 2.

According to the analysis of related databases, 2603-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rhone, Benoit; Semetey, Vincent; Synlett; vol. 28; 15; (2017); p. 2004 – 2007;,
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Some common heterocyclic compound, 96-30-0, name is 2-Chloro-N-methylacetamide, molecular formula is C3H6ClNO, 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. Safety of 2-Chloro-N-methylacetamide

To a solution of bumetanide 32-1 (2.5 g, 6.86 mmol) in N,N-Dimethylformamide (25 mL) were added tri ethyl amine (1.4 mL, 10.2 mmol), Nal (1 .13 g, 7.5 mmol) and 2-Chloro-N-methyl-acetamide 32-2 (0.88 g, 8.23 mmol) at 0-5 C. The reaction mixture was allowed to stir at 50 C for lOh. The reaction mass was diluted with ethyl acetate (300 mL) and washed with water (2 X 100 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product obtained upon evaporation of volatiles was purified by silica gel (230-400 mesh) column chromatography to give product Compound 25 as an off white solid 1.8 g (60%). 1H NMR (400 MHz, DMSO-de) d 8.09 (q, 1H), 7.74 (d, J = 2 Hz, 1H), 7.47-7.35 (m, (0926) 3H), 7.27 (t, j = 8 Hz, 2H), 7.02 (t, J = 8 Hz, i l l), 6.85 (d, J = 8 Hz, 2H), 5.18 (t, 1H), 4.73 (s, 21 1 > 3.12-3.01 (m, 2H), 2.64 (d, 31 1). 1.37 (quintet, 2H), 1.11 (sextet, 2H), 0.77 (t, 3H); MS m/z [M+H]+ 436.7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 96-30-0, its application will become more common.

Reference:
Patent; GRAYBUG VISION, INC.; YANG, Ming; BAUMAN, John, G.; ZHANG, Jinzhong; HOANG, Nu; CLELAND, Jeffrey, L.; (355 pag.)WO2019/210215; (2019); A1;,
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Synthetic Route of 10268-06-1, The chemical industry reduces the impact on the environment during synthesis 10268-06-1, name is 2-(2-Chlorophenyl)acetamide, I believe this compound will play a more active role in future production and life.

A mixture of Compound 1c (322 mg, 0.857 mmol) and Compound 1d (121 mg, 0.714 mmol) in 7 ML of anhydrous THF was stirred under nitrogen and cooled in an ice bath while treating dropwise with 2.9 ML of 1 N potassium t-butoxide in THF. The mixture was stirred for 30 minutes in an ice bath then at room temperature for another 30 min.The reddish mixture was then cooled down and then 2 ML of concentrated HCl was added dropwise.The mixture was stirred for 5 min.ethyl acetate (150 ML) and H2O (30 ML) were added.The organic layer was separated and washed with saturated NaHCO3 and brine, dried over anhydrous sodium sulfate and concentrated in vacuo.The crude product was separated by flash chromatography on silica gel (CH2Cl2/MeOH/NH4OH, from 98:2:0.2 to 95:5:0.5) to yield 150 mg (55percent) of Compound 1 as a yellow solid. 1H NMR (CDCl3) delta 8.21 (dd, J=1.5, 4.7 Hz, 1H), 8.17 (s, 1H), 7.48-7.33 (m, 4H), 6.78 (dd, J=4.7, 8.1 Hz, 1H), 6.66 (dd, J=1.5, 8.1 Hz, 1H), 4.5 (dd, J=2.6, 7.1 Hz, 2H), 3.41 (t, J=5.5 Hz, 2H), 2.03 (m, 2H). ES-MS m/z 382 (MH+). Using the procedure of Example 1 and the appropriate reagents and starting materials known to those skilled in the art, other compounds of the present invention may be prepared including, but not limited to

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, 2-(2-Chlorophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang, Han-Cheng; Kuo, Gee-Hong; Maryanoff, Bruce E.; Ye, Hong; O’Neill, David; Shen, Lan; Demarest, Keith; Conway, Bruce R.; McComsey, David F.; US2004/6095; (2004); A1;,
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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. 24167-51-9, name is 3-Bromo-N,N-dimethylbenzamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 24167-51-9

General procedure: The following experimental procedure for the chemoselective partial reduction of ethyl benzoate and N,N-dimethyl 3-toluamide is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with ethyl benzoate (0.07mL, 0.5mmol), N,N-dimethyl 3-toluamide (0.08mL, 0.5mmol) and 5mL THF. After CDBBA (9.01mL, 0.44M soln. 4.0mmol) was slowly added and stirred for 12h at room temperature. The reaction was quenched by aqueous 1N HCl (10mL) and extracted with diethyl ether (2¡Á10mL). The combined organic layers were dried over MgSO4. GC analysis showed a 97% recovery yield of ethyl benzoate and 95% yield of 3-methylbenzaldehyde. All products in Table 2 were confirmed through comparison with GC data of authentic sample.

According to the analysis of related databases, 24167-51-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Im, So Hee; Shin, Won Kyu; Jaladi, Ashok Kumar; An, Duk Keun; Tetrahedron Letters; vol. 59; 24; (2018); p. 2335 – 2340;,
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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. 5349-24-6, name is N-Butyl-2-chloroacetamide, A new synthetic method of this compound is introduced below., Quality Control of N-Butyl-2-chloroacetamide

General procedure: The reaction mixture of N-substituted-2-chloroacetamide 2 (5.0 mmol, 1.0 equiv), crude product of 2-bromo-4-(substituted methyl)phenol 7 (5.0mmol, 1.0 equiv) and K2CO3 (7.5 mmol, 1.0 equiv) in MeCN (40 mL) was refluxed and monitored by TLC. When the reaction was accomplished, the solvents were removed under vacuum. To the obtained residue, water (50 mL)was added. The mixture was then extracted by ethyl acetate (3 x 50 mL), and the combined organic layers were dried over MgSO4. Removal the MgSO4 and evaporation of the solvent at reduced pressure gave the crude product. The pure product 8 was obtained by column chromatography on silica gel (elute: ethyl acetate: petroleum = 1: 4).

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; Xia, Shuai; Liu, Ji-Qiang; Wang, Xiu-Hua; Tian, Ye; Wang, Yu; Wang, Jing-Huan; Fang, Liang; Zuo, Hua; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1479 – 1483;,
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Some common heterocyclic compound, 40724-47-8, name is 4-Bromomethylbenzenesulfonamide, molecular formula is C7H8BrNO2S, 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. Formula: C7H8BrNO2S

Exam le 81 4-(azidomethy 3 )benzen esul fonam id e To a stirred solution of 4-(bromomethyl)benzenesulfonamide (0.50 g) in N,Ar-dimethylformarnide (ImL) was added sodium azide (0.20 g). The suspension was heated to 50C for 3 hours at which points the solvent was removed under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over magnesium sulfate, filtered and concentrated to dryness to give the title compound as a syrup that solidified on standing. NM (400 MHz, Chioroforn ) delta 8.06 — 7.91 ( rn. 2H), 7.58 FontWeight=”Bold” FontSize=”10″ – 7.44 (m, 2H), 4.96 is, 2H), 4.48 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 40724-47-8, its application will become more common.

Reference:
Patent; THE CENTRE FOR DRUG RESEARCH AND DEVELOPMENT; WINTERS, Geoffrey C.; MANDEL, Alexander Laurence; RICH, James R.; HEDBERG, Bradley John; HSIEH, Tom Han Hsiao; BOURQUE, Elyse Marie Josee; BABCOOK, John; WO2014/144871; (2014); A1;,
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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. 669008-25-7, name is N-(tert-Butyl)-1-methylcyclopropane-1-sulfonamide, A new synthetic method of this compound is introduced below., Safety of N-(tert-Butyl)-1-methylcyclopropane-1-sulfonamide

A solution of N-tert-butyl-(l-methyl)cyclopropylsulfonamide (1.91 g, 10 mmol) was dissolved in TFA (30 mL), and the reaction mixture stirred at rt for 16 h. The solvent was removed in vacuo to give a yellow oil which was crystallized from EtOAc / hexane (1 : 4, 40 mL) to yield Example 3, 1-methylcyclopropylsulfonamide, as a white solid (1.25 g, 96%): 1H nuMR (CDCl3) delta 0.84 (m, 2H), 1.41 (m, 2H), 1.58 (s, 3H), 4.65 (bs, 2H). Anal. Calcd. For C4H9NO2S: C, 35.54; H, 6.71; N, 10.36. Found: C, 35.67; H, 6.80; N, 10.40.

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; BRISTOL-MYERS SQUIBB COMPANY; WO2008/64057; (2008); A1;,
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Synthetic Route of 6331-71-1, These common heterocyclic compound, 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, 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.

Under argon, 200 mg (0.43 mmol) OF5- [ (3, 3-DIMETHYLBUTANOYL) AMINO]-L- (2-FLUORO- BENZYL)-LH-INDOLE-2-CARBOXYLIC acid (Example XXXIX) are dissolved in 2 ml of DMF, and 4 ml of pyridine are added. 489.2 mg (1.29 mmol) OF HATU are added to this solution, 140.8 mg (0.86 mmol) of 4-amino-N, N-dimethylbenzamide are then slowly added dropwise and the reaction mixture is stirred at RT overnight. For work- up, water is added and the mixture is extracted repeatedly with ethyl acetate. The combined organic phases are dried over sodium sulphate and filtered, and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC. This gives 47.4 mg (15% OF THEORY) of product. HPLC (SYA-HPPSK2) : Rt = 4.69 min. MS (ESIpos): M/Z = 529 (M+H) +. 1H-NMR (400 MHz, DMSO-d6) : delta = 1.04 (s, 9H), 2.19 (s, 2H), 2.96 (s, 6H), 5.90 (s, 2H), 6.60 (t, 1H), 7.19 (t, 1H), 7.25 (q, 1H), 7.27-7. 50 (m, 3H), 7.79 (d, 2H), 7.81 (s, 1H), 8.10 (s, 1H), 9.75 (s, 1H), 10.51 (d, 1H).

The synthetic route of 6331-71-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/56768; (2004); A2;,
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