Month: September 2021

Application of 239074-29-4,Some common heterocyclic compound, 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, molecular formula is C12H23NO3, 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.

A suspension of 4-hydroxy-5 -methyl-6-oxo-5,6-dihydro- 1,5 -naphthyridine-3- carbonitrile (100 mg, 0.50 mmol) in THF (10 mL) was stirred at rt and treated with (1,1- dimethylethyl [tralpha/?5-4-(hydroxymethyl)cyclohexyl] carbamate (114 mg, 0.50 mmol), triphenyl phosphine (261 mg, 0.99 mmol) and DIAD (0.20 mL, 0.99 mmol) added dropwise. The resulting pale yellow suspension was stirred at rt for 20 min then heated at 80 0C overnight. The reaction was then heated at 60 0C over the weekend. The reaction was then evaporated to give a yellow gum which was purified by silica chromatography, eluting with MeOH/DCM (0-10%) to give the title compound (0.51 g), containing residual triphenylphosphine oxide. This may be used in the next step without further purification.MS (ES+) m/z 413 [MH+].

The synthetic route of 239074-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; JONES, Graham, Elgin; MARKWELL, Roger, Edward; HENNESSY, Alan Joseph; MILES, Timothy; PEARSON, Neil David; WO2010/45987; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 683-57-8, name is 2-Bromoacetamide, molecular formula is C2H4BrNO, 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. category: amides-buliding-blocks

In a 100 mL round bottom flask was added 3-chlorophenol (2.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol), potassium carbonate (5.53 g, 40.0 mmol) and acetone (40 mL),The reaction system was heated to 70C and reacted overnight.After the reaction is completed, the mixture is cooled to room temperature, filtered, and the solvent is evaporated to dryness under reduced pressure. The crude product is purified by column chromatography (petroleum ether/ethyl acetate (V/V) = 1/1) to give a white solid (3.22 g, 87).%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 683-57-8, its application will become more common.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, YINGJUN; ZHANG, JIANCUN; WANG, XIAOJUN; LIN, RUNFENG; CAO, SHENGTIAN; WANG, ZHAOHE; LI, JING; (226 pag.)TWI607995; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 14062-80-7, 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. 14062-80-7, name is 4-Chloro-N,N-dimethylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE I 2-p-Chlorobenzoylpyrrole A mixture of 183 g (1 mole) of p-chloro-N,N-dimethylbenzamide and 153g (1 mole) of phophorous oxychloride in 300 ml of 1,2-dichloroethane is heated under reflux for 30 minutes, after which a solution of 67g (1 mole) of pyrrole in 300 ml of dichloroethane is added drop-wise. It is cooled and a solution of 408g (3 moles) of sodium acetate trihydrate in 1600 ml of water is added dropwise for 45 minutes, after which the mixture is again heated under reflux for 30 minutes. The resulting mixture is poured onto ice, the organic layer is separated, and the aqueous layer is washed with chloroform. The combined organic solutions are washed with sodium bicarbonate and brine and dried over magnesium sulfate. Evaporation of the solvent in vacuo gives a dark oil, which is distilled in vacuo through a heated Vigreaux column to give a white solid; mp 106-9 C. It is recrystallized from cyclohexane to give 2-p-chlorobenzoylpyrrole as white needles; m.p. 110-113 C.

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-N,N-dimethylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; McNeil Laboratories, Inc.; US4002643; (1977); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 1268810-09-8, 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. 1268810-09-8, name is tert-Butyl (1-ethynylcyclopropyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

tert-Butyl (1-ethynylcyclopropyl )carbamate (200.0 mg, 1.104 mmol) was treated with azidotrimethyl silane (508.6 mg, 4.414 mmol, 4 equiv.) in the presence of copper iodide (21.0 mg, 0.11 mmol) in N,N-dimethylformamide (1 mL) and methanol (1 mL) and stirred at 110 C for 2 h. After cooling, purification by prep HPLC gave fert-butyl (1-(1H-1,2,3- triazol-4-yl)cyclopropyl)carbamate. LCMS-ESI+ (m/z): [M+H] + calculated for C10H17N4O2: 225.1 ; found: 225.1 .

The synthetic route of tert-Butyl (1-ethynylcyclopropyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; GUTIERREZ, David A.; KOBAYASHI, Tetsuya; LAZERWITH, Scott E.; LEE, Rick A.; MORGANELLI, Philip A.; PYUN, Hyung-Jung; (0 pag.)WO2019/165374; (2019); A1;,
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. 83922-51-4, name is N-(3-Bromophenyl)methanesulfonamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

A solution of N-(3-bromophenyl)methanesulfonamide (0.500 g, 1.999 mmol), sodium hydride (60.00 %, 0.096 g, 2.399 mmol) and methyl 4-(bromomethyl)-3-fluorobenzoate (0.543 g, 2.199 mmol) in N,N-dimethylformide (10 mL) was stirred at the room temperature for 5 hr. Then, water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with aqueous saturated ammonium chloride solution, dried with anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; ethyl acetate / hexane = 0 % to 30 %) to give methyl4-((N-(3-bromophenyl)methylsulfonamido)methyl)-3-fluorobenzoate as yellow solid (0.490 g, 58.9 %).

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; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
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. 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, A new synthetic method of this compound is introduced below., COA of Formula: C8H10N2O3S

Example 9 – Preparation N-Acetyl-4-isothiocvanato-benzenesulfonamide 13 in Scheme 2Un(substituted) amine and or lambda/-Acetyl-4-amino-benzenesulfonamide was dissolved in DCM 25 ml_ and added to a solution of 0.934 g of CaCO3 and0.534 ml_ of thiophosgene dissolved in 15 ml_ of water. The reaction mixture was stirred overnight. The resulting mixture was extracted in to DCM and dried to leave compound 13 (0.462g, 38.6%) as white solid.

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; SUPERGEN, INC.; WO2008/55233; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 442514-22-9, These common heterocyclic compound, 442514-22-9, name is tert-Butyl (3-(methylamino)propyl)carbamate, 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.

To a solution of tert-butyl (3-(methylamino)propyl)carbamate (8 g, 42.5 mmol) in dichloromethane (DCM) (100 mL) was added TEA (1 1 .85 mL, 85 mmol). The reaction mixture was cooled to 0C and then chloroacetyl chloride (5.1 1 mL, 63.7 mmol) was added dropwise. It was stirred at ambient temperature for 1 h. The reaction was quenched with saturated sodium bicarbonate solution (80 mL) and extracted with DCM (2 x 80 mL). The combined organic layer was washed with brine solution (80 mL), dried over anhydrous Na2S04, filtered and concentrated. The crude residue was purified by flash column chromatography eluting with EtOAc: Hexane (3:7) to give the title compound (7 g, 24.37 mmol, 57.4 % yield) as light yellow liquid. LCMS m/z 265.35 (M+H)+,1 .79 min (ret. time)

The synthetic route of 442514-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BOEHM, Jeffrey Charles; DAVIS, Roderick S.; GOODWIN, Nicole Cathleen; KERNS, Jeffrey K.; LI, Tindy; YAN, Hongxing; (113 pag.)WO2018/109648; (2018); A1;,
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. 24036-52-0, name is 6-Bromo-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Quality Control of 6-Bromo-2H-1,4-benzoxazin-3(4H)-one

A degassed suspension of commercially available 6-Bromo-4H- benzo[l ,4]oxazin-3-one (8.39 g), Zn(CN)2 (3.46 g) and Pd(PPh3)4 (2.13 g) in DMF (70 mL) was stirred in a oil bath (80C) overnight. The mixture was cooled to room temperature and then poured into water (500 mL). The precipitate was collected by suction, air dried, washed with pentane, dissolved in CH2Cl2ZMeOH (1 : 1), filtered through an silica pad and concentrated to yield a yellow solid (5.68 g, 89%). [MH]+ = 175.

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; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63667; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 112434-18-1, 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. 112434-18-1, name is Benzyl (2,4-difluorophenyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

Step 2-Preparation of (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (53)Into a round bottom flask was added (2,4-difluoro-phenyl)-carbamic acid benzyl ester (52, 3.83 g, 14.5 mmol) in tetrahydrofuran (148 ml, 1.82 mol). The solution was chilled to 78 C. and n-butyllithium (1.60 M in hexane, 19.1 mL, 30.0 mmol) was added over 30 minutes followed by the addition of, N,N-dimethylformamide (1.12 mL, 14.5 mol). The reaction mixture was allowed to warm to ambient temperature and was stirred overnight. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and crystallized from ether to give compound 53 (3.0 g, 71%).

The chemical industry reduces the impact on the environment during synthesis Benzyl (2,4-difluorophenyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Spevak, Wayne; Cho, Hanna; Ibrahim, Prabha N.; Shi, Shenghua; Mamo, Shumeye; Gillette, Samuel J.; Zhu, Hongyao; US2008/167338; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1943-79-9, The chemical industry reduces the impact on the environment during synthesis 1943-79-9, name is Phenyl methylcarbamate, I believe this compound will play a more active role in future production and life.

Sodium hydride (60% in oil, 228 mg, 5.7 mmol) was gradually added to a N,N-dimethylformamide (0.5 ml) solution of 5-nitroindole (0.841 g, 5.19 mmol) while stirring at room temperature; phenyl N-methylcarbamate (1.02 g, 6.74 mmol) was added thereto; and the reaction mixture was stirred overnight. The reaction mixture was partitioned between ethyl acetate and water; and the organic layer was washed with water and brine, dried over anhydrous sodium sulfate. This was concentrated under reduced pressure; and the residue was purified by silica gel column chromatography (hexane-ethyl acetate, sequentially ethyl acetate) to yield the title compound (600 mg). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 2.88 (3H, d, J=4.4 Hz), 6.94 (1H, d, J=3.6 Hz), 8.03 (1H, d, J=3.6 Hz), 8.15 (1H, dd, J=2.4, 9.2 Hz), 8.35-8.43 (2H, m), 8.59 (1H, d, J=2.4 Hz).

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

Reference:
Patent; Eisai Co., Ltd.; EP1522540; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics