Tag: M.W=200-300

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. 956434-30-3, name is tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

(step 1) To a solution of 3,3-dimethylbutan-2-ol (0.18 mL) in toluene (4 mL) was added sodium hydride (0.14 g), and the resulting mixture was stirred at 70C for 15 min under a nitrogen atmosphere. A mixture of tert-butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.50 g), BINAP (0.033 g), Pd2(dba)3 (0.024 g) and toluene (4 mL) was added, and the resulting mixture was stirred at 100C for 2 hr under an argon atmosphere. The reaction solution was poured into water, and the resulting product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0?40% ethyl acetate/hexane) to give tert-butyl 8-(1,2,2-trimethylpropoxy)-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.38 g, 62%) as a white powder. 1H-NMR(CDCl3):delta0.95(9H,s), 1.20(3H,d,J=6.4Hz), 1.43(9H,s), 3.80-3.83(2H,m), 4.22(2H,brs), 4.34-4.50(2H,m), 4.91(1H,brs), 6.39(1H,d,J=8.1Hz), 7.30-7.55(1H,m)

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; Takeda Pharmaceutical Company Limited; EP2213675; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 614-76-6, These common heterocyclic compound, 614-76-6, name is 2-BroMoacetanilide, 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.

A mixture of aa (2.0 g, 9.34 mmol), tributylvinyl stannane (3.55 mL, 12.15 mmol) and Pd(PPh3)2Cl2 (1.64 g, 2.335 mmol) in toluene was heated at 95 C. under nitrogen after degassing. After 1 hour, the reaction mixture was concentrated and purified by flash chromatography (SiO2, 100% CH2Cl2 to 50% EtOAc/CH2CL2) followed by recrystalization from EtOH/H2O to give bb (732 mg, 49%). HPLC Rt=1.45 min.

Statistics shows that 2-BroMoacetanilide is playing an increasingly important role. we look forward to future research findings about 614-76-6.

Reference:
Patent; Gavai, Ashvinikumar V.; Norris, Derek J.; Han, Wen-Ching; Vite, Gregory D.; Fink, Brian E.; Tokarski, John S.; US2005/192310; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 144-80-9, These common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, 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.

General procedure: A solution of NaNO2 (0.4 g, 5.8 mole in 5 mL H2O) was added drop wise to a well cooled stirred solution of 4-aminobenzenesulfonic acid 2 (0.87 g, 0.005 mol), p-aminobenzenesulphonamide 3 (0.86 g, 0.00 5 mol), N-(4-aminophenylsulfonyl) acetamide 4 (1.07 g, 0.005 mol), 1-(4-aminophenylsulfonyl) guanidine 5 (1.07 g,0 .005 mol) and 4-amino-N-(4,6-dimethylpyrimidin-2-yl) benzenesulfonamide 6 (1.4 g, 0.005 mol) in a mixture of concentrated HCl (3 mL) and H2O (3 mL ). The above cooled diazonium solution was added slowly to a well stirred solution of curcumin 1 (1.84 g,0.005 mol) in pyridine (25 mL). The reaction was stirred for 2 h. The formed precipitate was filtered off, dried and crystallized from EtOH/benzene to give the sulpha derivatives 12, 13, 14, 15 and 16, respectively.

Statistics shows that N-((4-Aminophenyl)sulfonyl)acetamide is playing an increasingly important role. we look forward to future research findings about 144-80-9.

Reference:
Article; Gouda, Moustafa A.; Hussein, Belal H.M.; Letters in drug design and discovery; vol. 14; 12; (2017); p. 1425 – 1432;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)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 (trans-4-hydroxycyclohexyl)carbamate

ferf-Butyl (frans-4-methoxycyclohexyl)carbamate: In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of ferf-butyl (frans-4-hydroxycyclohexyl)carbamate (200 mg, 0.93 mmol) in CH2CI2 (4.5 mL) at rt was treated with powdered molecular sieves 3A, 1 ,8- bis(dimethylamino)naphthalin (498 mg, 2.32 mmol) and trimethyloxomium tetrafluoroborate (289 mg, 1.86 mmol). The reaction mixture was stirred at rt for 2 days. The reaction mixture was filtered, the org. phase was washed with 1 N aq. HCI, brine, dried over MgS04, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (7:3 hept-EA) gave the title compound as off-white solid: TLC: rf (7:3 hept-EA) = 0.22

The synthetic route of 111300-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CORMINBOEUF, Olivier; CREN, Sylvaine; LEROY, Xavier; POZZI, Davide; WO2015/19325; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 5317-89-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5317-89-5 name is N-(4-Acetylphenyl)methanesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 4′- (Methylsulfonylamino) acetophenone (13-5,5 mmol) and hydroxylamine hydrochloride (0.695 g, 10 mmol) in pyridine (5 mL) was heated at 70 C for 3 h. The reaction mixture was cooled to room temperature, diluted with H20, and extracted with EtOAc several times. The combined organic layers were washed with H20 and brine, dried over MGS04, filtered, and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc: hexanes (1: 1) as eluant to 4′- (Methylsulfonylamino) acetophenone oxime (13-8, LJO-299). 91% yield, white solid, mp = 180 C ‘H NMR (CDC13) 6 7.65 (dd, 2 H, J= 2,6. 6 Hz, ), 7.29 (s, 1 H), 7.20 (dd, 2 H, J= 2, 6. 8 Hz), 6.43 (bs, 1 H), 3.03 (s, 3 H), 2.26 (s, 3 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-(4-Acetylphenyl)methanesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; DIGITALBIOTECH CO., LTD.; WO2005/3084; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 40724-47-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 40724-47-8 name is 4-Bromomethylbenzenesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Intermediate 9a (0.2 g, 0.51 mmol) was dissolvedN, N-dimethylformamide (10 mL)P-Bromomethylbenzenesulfonamide was added(0.19 g, 0.76 mmol)And potassium carbonate(0.11 g, 0.76 mmol)After stirring overnight at room temperature, the reaction solution was filtered,Vacuum concentration under the pump,The ethyl acetate was dissolved (50 mL) and washed with water (20 mL x 3)Saturated salt washing, anhydrous sodium sulfate drying,After filtration and concentration,Silica gel column chromatography,The product was washed with methanol to give the product (0.24 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromomethylbenzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; Shandong University; Liu, Xinyong; Zhang, Heng; Zhan, Peng; Zhou, Zhongxia; Kang, Dongwei; (26 pag.)CN106117242; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 185693-02-1, name is tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate, molecular formula is C11H20N2O2, 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: C11H20N2O2

The product from Step 2 (150mg, 0.5mmol), tert-butyl hexahydropyrrolo[3,4-b]pyrrole-1-carboxylate (100mg, 0.5mmol), and anhydrous potassium carbonate (128mg, 0.9mmol) were suspended in N,N-dimethylformamide (3.0mL). The mixture was reacted at 80C for 1h. The reaction mixture was poured into 20ml ice water, and extracted with ethyl acetate. The organic phases were combined, washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated under reduced pressure to remove the solvent to produce a crude product. The crude product was purified with a silica gel column chromatography to produce the title compound (110mg). ESI-MS (m/z): 455.2 [M + H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 185693-02-1, its application will become more common.

Reference:
Patent; Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd.; CAI, Jiaqiang; YU, Nan; ZENG, Hong; SONG, Hongmei; QING, Yan; SONG, Shuai; DENG, Hanwen; TANG, Zujian; DUAN, Xiaofan; HUANG, Haitao; YE, Hong; LIU, Gang; WANG, Lichun; WANG, Jingyi; (81 pag.)EP3511332; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 42137-88-2,Some common heterocyclic compound, 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, molecular formula is C11H15Cl2NO2S, 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 suspension of N-(4-(aminomethyl)-3-(trifluoromethyl)phenyl)-3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methylbenzamide (If) (3.22 g, 7.18 mmol) in diisopropylethylamine (2.49 mL, 14.32 mmol) was charged N,N-bis(2-chloroethyl)-4-toluenesulfonamide (2.13 g, 7.18 mmol). The reaction mixture was heated to reflux (-130 C.) for 36 h. The progress of the reaction was monitored by TLC. The reaction mixture was transferred into a mixture of deionized water (6 mL), ice (20 g), potassium carbonate (7 g), and dichloromethane (25 mL). The layers were separated and the aqueous layer extracted with dichloromethane (3*5 mL). The combined organic layers were treated with activated charcoal, dried over magnesium sulfate, and then evaporated to dryness under vacuum to give the product 3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-(4-((4-tosylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide (Ig) (2.2 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, its application will become more common.

Reference:
Patent; Apicore, LLC; Kovi, Ravishanker; Kannapan, Jayaraman; Thakor, Sanjay F.; Patel, Rajesh A; US2014/343282; (2014); 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., Recommanded Product: 6-Bromo-2H-1,4-benzoxazin-3(4H)-one

Step II: To a stirred solution of 6-bromo-2H-1,4-benzoxazin-3(4H)-one (10 g, 43.85 mmol) in THF (25 ml) was added 1.0 M borane-tetrahydrofuran complex in THF (153.5 ml, 153.48 mmol) and refluxed for 14 h. The reaction mixture was cooled to room temperature, quenched with methanol (50 ml) and concentrated under reduced pressure. The resulting residue was taken in ethyl acetate (100 ml), washed with aqueous saturated sodium bicarbonate solution (100 ml), water (100 ml), brine (100 ml), dried over sodium sulphate, concentrated and purified by silica gel column chromatography (5% ethyl acetate in hexane) to provide 6-bromo-3,4-dihydro-2H- benzop^oxazine (8.5 g).

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; NOVARTIS AG; BEBERNITZ, Gregory Raymond; BHOSALE, Sandeep Bhausaheb; BHUNIYA, Debnath; HAJARE, Atul Kashinath; MENGAWADE, Tanaji; MUKHOPADHYAY, Partha P.; PALLE, P. Venkata; REDDY, Dumbala Srinivas; WO2010/128152; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 88829-82-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 88829-82-7 name is tert-Butyl (8-aminooctyl)carbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure 2. Starting compound III: S-Methyl N-cyano-N’-4-pyridylisothiourea. Starting compound IV: 8-t-Butoxycarbonylaminooctylamine. Purification: General procedure. 13C NMR (CDCl3) delta: 157.3, 155.5, 149.8, 146.1, 116.4, 114.5, 77.2, 41.7, 29.4, 28.6, 28.6, 28.2, 26.1, 26.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (8-aminooctyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Leo Pharmaceutical Products, Ltd. A/S; US6346520; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics