Category: 151-18-8

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. 151-18-8 name is 3-Aminopropanenitrile, 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. 151-18-8

To a suspension of (S)-3-(5-benzylisoxazole-3-carboxamido)-5-methyl-4-oxo- 2,3,4,5-tetrahydrobenzo [b][l,4]oxazepine-7-carboxylic acid (87.0 mg, 0.206 mmol) in DCM (2.0 mL) was added l-chloro-N,N,2-trimethylprop-l -en- 1 -amine (33.1 mg, 0.248 mmol) as a solution in DCM (0.10 ml) dropwise over 1 min. The reaction mixture was stirred at rt for lh and became a homogeneous solution. The reaction mixture was cooled in an ice-bath then 3-aminopropanenitrile (57.9 mg, 0.826 mmol) was added dropwise as a solution in DCM (0.25 mL). The ice-bath was removed then 10 % aq citric acid solution was added and the mixture was stirred vigorously for 15 min . The organic phase was separated, washed with sat. aq sodium bicarbonate and brine then dried over sodium sulfate and concentrated in vacuo. The residue was purified by FCC( EtO Ac-Hex: 60-80%) to yield the desired product(67.0 mg, 68.5 %). MS (m/z) 474.4 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Aminopropanenitrile, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BANDYOPADHYAY, Deepak; EIDAM, Patrick M.; GOUGH, Peter J.; HARRIS, Philip Anthony; JEONG, Jae U.; KANG, Jianxing; KING, Bryan Wayne; LAKDAWALA SHAH, Ami; MARQUIS, JR., Robert W.; LEISTER, Lara Kathryn; RAHMAN, Attiq; RAMANJULU, Joshi M.; SEHON, Clark A; SINGHAUS, JR., Robert; ZHANG, Daohua; WO2014/125444; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A common heterocyclic compound, 151-18-8, name is 3-Aminopropanenitrile, molecular formula is C3H6N2, 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. 151-18-8.

EXAMPLE 2 To 59.5 parts of sodium methylate is added 300 parts by volume of tetrahydrofuran, and the mixture is cooled at -5C and then to the mixture is added dropwise 70 parts of beta-aminopropionitrile. Into the mixture is introduced carbon monoxide at 50 kg/cm2 G at 70C for 4 hours to allow the reaction to take place. After completion of the reaction, the solvent is removed and the crystals are recovered by filtration and washed with tetrahydrofuran, whereby 116 parts of alpha-sodioformylbeta-formylaminopropionitrile is obtained. Melting point: 178C(decomp.) Purity: 79 %. Yield: 62 %.

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

Reference:
Patent; Takeda Chemical Industries, Ltd.; US3954756; (1976); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

151-18-8, Adding a certain compound to certain chemical reactions, such as: 151-18-8, name is 3-Aminopropanenitrile, belongs to nitriles-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 151-18-8.

To a solution of 4-(((6-methylpyridin-2-yl)carbonyl)amino)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylic acid obtained in Reference Example 47 (0.66 g, 2.0 mmol) and 3-aminopropionitrile (0.18 mL, 2.4 mmol) in DMF (15 mL), WSC (0.41 g, 2.4 mmol) and HOBt (0.32 g, 2.4 mmol) were added, and the mixture was stirred at room temperature for 6 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate 1:1) to give the title compound (0.75 g, yield 92%) as crystals. melting point 186-187C. 1H-NMR (CDCl3) :delta 1.60-1.80(3H, m), 2.00-2.15 (2H, m), 2.15-2.30 (1H, m), 2.70(3H, s), 2.76(2H, t, J=6.6 Hz), 3.75(2H, t, J=6.6 Hz), 3.65-3.80 (1H, m), 4.00-4.55 (1H, m), 5.36 (1H, d, J=7.2 Hz), 7.20-7.30 (1H, m), 7.32 (1H, d, J=7.2 Hz), 7.75 (1H, t, J=7.7 Hz), 8.03 (1H, d, J=6.9 Hz), 8.58 (1H, s), 11.53 (1H, s).

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, 3-Aminopropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1847531; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The chemical industry reduces the impact on the environment during synthesis 151-18-8, name is 3-Aminopropanenitrile, I believe this compound will play a more active role in future production and life. 151-18-8

5.2.6 N-(2-Cyanoethyl)benzamide (85) 18 A solution of benzoyl chloride (11.98 g, 85.22 mmol) in THF (50 mL) was added dropwise to a solution of 3-aminopropionitrile (84, 5.98 g, 85.3 mmol) and triethylamine (15 mL, 107.6 mmol) in THF (50 mL) at -5 C (ice-salt bath). The reaction mixture was stirred overnight at room temperature before being poured into water and extracted into EtOAC (3*). The dried, evaporated extract was recrystallized from hexanes and the minimum volume of EtOAC to give white crystals (12.36 g, 83%): mp 94 C; 1H NMR (400 MHz, DMSO-d6) delta 8.83 (t, J = 5.7 Hz, 1H), 7.90-7.82 (m, 2H), 7.60-7.50 (m, 1H), 7.53-7.44 (m, 2H), 3.50 (td, J = 6.5, 5.7 Hz, 2H), 2.78 (t, J = 6.5 Hz, 2H); HPLC 100 area% (230 nm). Anal. Calcd for C10H10N2O: C, 68.95; H, 5.79; N, 16.08. Found: C, 68.86; H, 5.80; N, 16.22.

The chemical industry reduces the impact on the environment during synthesis 151-18-8. I believe this compound will play a more active role in future production and life.

Reference:
Article; Patrick, Donald A.; Wenzler, Tanja; Yang, Sihyung; Weiser, Patrick T.; Wang, Michael Zhuo; Brun, Reto; Tidwell, Richard R.; Bioorganic and Medicinal Chemistry; vol. 24; 11; (2016); p. 2451 – 2465;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

151-18-8, A common compound: 151-18-8, name is 3-Aminopropanenitrile, belongs to nitriles-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.

At room temperature,To a solution of 4- (2- (1-methyl-1H-pyrazol-4-yl) -5 – ((2- (trimethylsilyl) ethoxy) methyl) -5H-pyrrolo [ 3-b] pyrazin-7-yl) cyclohexanone (15 mg, 0.03 mmol)3-aminopropionitrile (30 [mu] L, 0.41 mmol)Of tetrahydrofuran (4 mL)Was added sodium triacetoxyborohydride (12 mg, 0.05 mmol)Stirred at room temperature for 6 hours,(20 mL), extracted with dichloromethane (20 mL x 3), dried over anhydrous sodium sulfate and concentrated column chromatography (dichloromethane / methanol (v / v) = 10/1) to give 12 mg of a yellow oil, yield: 70.98%.

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, 3-Aminopropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Huang Jiuzhong; Zheng Changchun; Zhang Yingjun; Ouyang Luo; Mao Hongfen; Nie Biao; Xu Juan; Chen Hongfen; (137 pag.)CN106336413; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

151-18-8, A common compound: 151-18-8, name is 3-Aminopropanenitrile, belongs to nitriles-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.

Example 487 4-chloro-N-(3-(((2-cyanoethyl)amino)carbonyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-4-yl)-pyridine-2-carboxamide To a solution of 4-(((4-chloropyridin-2-yl)carbonyl)amino)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylic acid obtained in Reference Example 59 (0.70 g, 2.0 mmol) and 3-aminopropionitrile (0.18 ml, 2.4 mmol) in DMF (10 ml), WSC (0.41 g, 2.4 mmol) and HOBt (0.32 g, 2.4 mmol) were added, and the mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, evaporated under reduced pressure, passed through a small amount of silica gel and evaporated under reduced pressure to give the title compound (0.58 g, yield 72%) as crystals. melting point 218-219 C. 1H-NMR (CDCl3): delta 1.60-1.95 (3H, m), 2.00-2.15 (2H, m), 2.15-2.30 (1H, m), 2.75 (2H, t, J=6.5 Hz), 3.75 (2H, q, J=6.6 Hz), 3.70-3.80 (1H, m), 4.00-4.15 (1H, m), 5.35-5.40 (1H, m), 7.20-7.35 (1H, m), 7.40-7.50 (1H, m), 8.22 (1H, s), 8.55 (1H, s), 8.62 (1H, d, J=5.1 Hz), 11.51 (1H, s).

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, 3-Aminopropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tsukamoto, Tetsuya; Yamamoto, Takeshi; Tokunoh, Ryosuke; Kawamoto, Tomohiro; Okura, Masahiro; Kori, Masakumi; Murase, Katsuhito; US2009/156582; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

151-18-8, The chemical industry reduces the impact on the environment during synthesis 151-18-8, name is 3-Aminopropanenitrile, I believe this compound will play a more active role in future production and life.

A solution of 6, 7-DIMETHOXY-L- (3-METHOXY-BENZOYL)-ISOQUINOLINE-4-CARBOXYLIC acid (170 mg, 0.46 mmol) in dry, N, N-dimethylformamide (5 ML) was chilled in an ice bath under argon. With stirring, triethylamine (97 uL, 0.69 mmol) and isobutylchloroformate (72 uL, 0.56 uL) were added. The solution was stirred for 30 min and then 3-aminopropionitrile fumarate (118 mg, 0.92 mmol) and triethylamine (250 uL, 1.79 mmol) were added. The solution was allowed to warmed to room temperature with stirring overnight. The reaction mixture was poured into a 2% aqueous sodium bicarbonate solution (50 mL) and extracted with ethyl acetate (3 x 25 mL). The combined ethyl acetate layers were dried over magnesium sulfate, filtered and concentrated III VACUO to afford 107 mg (55%) of an off white solid and used without further purification: APCI-MS M/E calcd for C23H2LN3O5 (M-H+) 420.4, found 420.0 ; 1H NMR (300 MHz) compatible.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/101528; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts