Category: 50846-36-1

50846-36-1, name is 2-Amino-2-methylpropanenitrile hydrochloride, belongs to nitriles-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. COA of Formula: C4H9ClN2

To a solution of Compound 20 (20 mg), 2-amino-2-methylpropanenitrile hydrochloride (9.32 mg, 0.077 mmol) and HATU (22.05 mg) in DMF (2 mL) was added iPr2NEt (0.027 mL). The mixture was stirred at room temperature for 4 hours. The product was isolated by preparative HPLC system

The synthetic route of 50846-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Wang, Tao; Eastman, Kyle J.; Zhang, Zhongxing; Parcella, Kyle E.; Yin, Zhiwei; Kadow, John F.; US2015/266886; (2015); A1;,
Nitrile – Wikipedia,
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Application of 50846-36-1, 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. 50846-36-1, name is 2-Amino-2-methylpropanenitrile hydrochloride belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 5-(6-ethoxy-2-(4-fluorophenyl)-3- (methylcarbamoyl)benzofuran-5-yl)-2-(methoxy-i)nicotinic acid (35 mg, 0.075 mmol) and 2-amino-2-methylpropanenitrile hydrochloride (9.03 mg, 0.075 mmol) in DMF (5.0 mL) at room temperature under a nitrogen atmosphere was added DIPEA (0.065 mL, 0.374 mmol). The mixture was cooled to 0C, and HATU (42.7 mg, 0.112 mmol) was added to the mixture. The reaction mixture was stirred at room temperature for 16 hr. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water, stirred for 5 min and the solid filtered. The crude product was purified by Prep HPLC to obtained the desired compound as a white solid. Yield: 11.50 mg, (28.79 %). PREPARATIVE HPLC: Column: Sunfire C-18(19* 150)mm*5um, Mobile Phase: 20mM Ammonium acetate pH 4.5 with acetic acid (A): MeCN (B), Flow: 18 ml/min, Rt: 10.74 min. NMR (400MHz, DMSO- de) delta ppm = 8.62 (s, 1 H), 8.50 (d, J= 2.4 Hz, 1 H), 8.44 (d, J= 4.6 Hz, 1 H), 8.23 (s, 1 H), 8.00 – 7.96 (m, 2 H), 7.58 (s, 1 H), 7.50 (s, 1 H), 7.41 – 7.36 (m, 2 H), 4.17 (q, J = 7.0 Hz, 2 H), 2.84 (d, J= 4.6 Hz, 3 H), 1.72 (s, 6 H), 1.32 (t, J= 6.9 Hz, 3 H). 19F NMR (376.6 MHz, DMSO-de) delta: -111.37. LCMS: (ES+) m/z = 534.4 (M+H)+, Column- Acentis Express C18 (50 x 2.1 mm; 2.7 um), Buffer : lOmM Ammonium Acetate pH-5 adjusted with HCOOH, Mobile phase A: Buffer : MeCN (95:5), Mobile phase B: Buffer : MeCN (5:95), Flow: 0.8 ml/min. Rt: 1.11 min, wavelength: 220nm. HPLC Method: SUNFIRE (150 X4.6mm) 3.5micron, Buffer: 0.05% TFA in water pH 2.5, Mobile Phase A: Buffer: MeCN (95:5), Mobile Phase B: MeCN: Buffer (95:5), Flow: 1.0 ml/min, Wavelength: 254 nm, Rt: 19.96 min, Wavelength: 220 nm, Rt: 19.96 min. HPLC Method: XBridge Phenyl (150 X4.6mm) 3.5micron SC/749, Buffer: 0.05% TFA in water pH 2.5, Mobile Phase A: Buffer: MeCN (95:5), Mobile Phase B: Buffer: MeCN (5:95), Flow: 1.0 ml/min, Wavelength: 254 nm, Rt: 16.94 min, Wavelength: 220 nm, Rt: 16.94 min.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; KADOW, John F.; BORA, Rajesh Onkardas; ANJANAPPA, Prakash; GUPTA, Samayamunthula Venkata Satya Arun Kumar; (148 pag.)WO2016/137832; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 50846-36-1, 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 50846-36-1 as follows.

200 g of 2-amino-2-methylpropionitrile hydrochloride was added to a 3. 0 L round bottom flask and 1.5 g of methanol and 167 g of triethylamine were added to the reaction flask again, and the reaction solution was cooled to 10 And then 325 g of di-tert-butyl dicarbonate was added dropwise to the reaction solution at room temperature for 2. 0 h, and the temperature was raised to reflux 3. Oh; TLC detection, the reaction was complete and concentrated under reduced pressure. The remaining solid was dissolved with ethyl acetate, The aqueous layer was washed twice with ethyl acetate and the combined organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 190 g.

According to the analysis of related databases, 50846-36-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing wedo Pharmaceutical Co. Ltd.; Bao, jin yuan; song, zhi chun; Jiang, yuwei; Zhang, xiaoqing; (5 pag.)CN104016885; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 50846-36-1,Some common heterocyclic compound, 50846-36-1, name is 2-Amino-2-methylpropanenitrile hydrochloride, molecular formula is C4H9ClN2, 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.

2 M Lithium hydroxide (175 mL, 350 mmol, 10 equiv) was added to a solution of compound 27 (17.1 g, 35 mmol, 1 equiv) in THF (350 mL). The reaction mixture was stirred overnight at room temperature, at which point LC/MS indicated all the starting (0509) material was consumed. In addition to the desired product, ~20% of compound 28(b) (loss of benzenesulfonyl group) was also present. The reaction was poured into 1N HCl (0.5 L) and extracted with ethyl acetate (1 L). The organic layer was separated and concentrated under reduced pressure to give a crude mixture of compound 28(b) and compound 28(a), which were used subsequently. [0250] Step 5 – N-(2-Cyanopropan-2-yl)-6-(2-(6-fluoropyridin-3-yl)-1-(phenylsulfonyl)- 1H-pyrrolo[2,3-b]pyridin-5-yl)picolinamide (30): N,N’-diisopropylethylamine (14.1 mL, 81 mmol, 4 equiv) was added to a solution of the ~1 to 4 mixture of compound 28(b) and compound 28(a) (9.6 g, 20.23 mmol, 1 equiv) in DMF (135 mL). 2-Amino-2- methylpropanenitrile hydrochloride (3.7 g, 30.4 mmol, 1.5 equiv) was added and the reaction was stirred for ~30 minutes at room temperature. Propylphosphonic anhydride (T3P, 50 wt% in ethyl acetate) (23.8 mL, 40.5 mmol, 2 equiv) was added dropwise, with the internal temperature gradually increasing from 20 to 30 C during the addition. After stirring overnight, LC/MS indicated ~50% conversion of starting material. Stirring an additional 24 hours resulted in no further conversion. The reaction mixture was poured into water (1 L) and extracted with ethyl acetate (500 mL). The organic layer was separated, washed with saturated brine (500 mL) and concentrated under reduced pressure. The crude solid was dissolved in THF, dry-loaded onto silica gel and purified on an AnaLogix column (80 g), eluting with a gradient of 0 to 50% ethyl acetate in dichloromethane. The resulting solid was triturated with MTBE (15 mL) to give N-(2- cyanopropan-2-yl)-6-(2-(6-fluoropyridin-3-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5- yl)picolinamide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-2-methylpropanenitrile hydrochloride, its application will become more common.

Reference:
Patent; PLEXXIKON INC.; ZHANG, Chao; WU, Guoxian; SPEVAK, Wayne; GUO, Zuojun; ZHANG, Ying; (138 pag.)WO2018/226846; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 50846-36-1, 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. 50846-36-1, name is 2-Amino-2-methylpropanenitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred mixture of 3-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(2,2,2- trifluoroethoxy) benzofuran-5-yl)benzoic acid (40 mg, 0.082 mmol) and 2-amino-2- methylpropanenitrile hydrochloride (9.90 mg, 0.082 mmol) in DMF (2.5 mL) at room temperature under a N2 atmosphere was added DIPEA (0.072 mL, 0.410 mmol). The mixture was cooled to 0C, and HATU (46.8 mg, 0.123 mmol) was added to the mixture, and then stirring was continued at r.t for 16 hr. After completion of the reaction, the mixture was diluted with water and the product extracted with EtOAc (25 ml x 3). The combined organic layers were washed with saturated brine solution, dried over Na2S04, filtered and concentrated under reduced pressure. The crude solid product was purified by Prep HPLC to obtained 5-(3-((2-cyanopropan-2- yl)carbamoyl)phenyl)-2-(4-fluorophenyl)-N-methyl-6-(2,2,2- trifluoroethoxy )benzofuran-3-carboxamide as a white solid. Yield: 12.00 mg, (26.40 %). PREPARATIVE HPLC: Column: X-BRIDGE C-18(19* 150)mm*5u, Mobile Phase: lOmM Ammonium acetate (A): MeCN (B), Flow: 15 ml/min, Rt: 10.38 min. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm = 7.93 – 7.84 (m, 4 H), 7.82 (s, 1 H), 7.72 – 7.69 (m, 1 H), 7.56 – 7.51 (m, 1 H), 7.20 (t, J= 8.7 Hz, 2 H), 7.14 (s, 1 H), 6.22 (s, 1 H), 5.84 (bs, 1H), 4.36 (q, J= 8.1 Hz, 2 H), 3.01 (d, J= 4.9 Hz, 3 H), 1.84 (s, 6 H). 19F NMR (376.6 MHz, CHLOROFORM-d) delta: -73.38, -109.44. LCMS: (ES+) m/z = 554.2 (M+H)+, Column-Acentis Express C18 (50 x 2.1 mm; 2.7 urn), Buffer : lOmM Ammonium Formate in Water pH 4.5, Mobile phase A: Buffer : MeCN (98 : 2), Mobile phase B: Buffer : MeCN (2 : 98), Flow: l .Oml/min. Rt: 2.18 min, wavelength: 220nm. HPLC Method: SUNFIRE (150 X 4.6mm) 3.5micron, Buffer: 0.05% TFA in water, Mobile Phase A: Buffer: MeCN (95:5), Mobile Phase B: MeCN: Buffer (95:5), Flow: 1.0 ml/min, Wavelength: 254 nm, Rt: 19.37 min, Wavelength: 220 nm, Rt: 19.37 min. HPLC Method: XBridge Phenyl (150 X 4.6mm) 3.5micron SC/749, Buffer: 0.05% TFA in water, Mobile Phase A: Buffer: MeCN (95:5), Mobile Phase B: Buffer: MeCN (5:95), Flow: 1.0 ml/min, Wavelength: 254 nm, Rt: 17.00 min, Wavelength: 220 nm, Rt: 17.00 min.

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

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. 50846-36-1, name is 2-Amino-2-methylpropanenitrile hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 50846-36-1

General procedure: iPr2NEt (8 eq.) and HATU (1.5 eq.) were added into a solution of 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(3,3,3-trifluoropropyl)furo[2,3-b]pyridin-5-yl)-2-methoxynicotinic acid (1 eq.) and amine (1 eq.) in DMF. The reaction mixture was stirred at room temperature for 1 hour. The entire reaction mixture was purified via preparative HPLC to obtain the desired product

The synthetic route of 50846-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Wang, Tao; Eastman, Kyle J.; Zhang, Zhongxing; Parcella, Kyle E.; Yin, Zhiwei; Kadow, John F.; US2015/266886; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 50846-36-1, A common heterocyclic compound, 50846-36-1, name is 2-Amino-2-methylpropanenitrile hydrochloride, molecular formula is C4H9ClN2, 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.

Triethylamine (93 mL, 683 mmol, 3 equiv) was added to a solution of compound 32 (46 g, 228 mmol, 1 equiv) and HBTU (99 g, 262 mmol, 1.15 equiv) in DMF (690 mL). After stirring at room temperature for 30 minutes, 2-amino-2-methylpropanenitrile hydrochloride (35.7 g, 296 mmol, 1.3 equiv) was added and the reaction mixture was stirred overnight. The solution was poured into water (4 L) (0512) and extracted with ethyl acetate (3 L). The organic layer was separated, washed with saturated brine (2 L) and concentrated under reduced pressure. The crude product which was dissolved in dichloromethane and purified over silica gel (0.7 Kg), eluting with a gradient of 10 to 20% ethyl acetate in heptanes to give 6-bromo-N-(2-cyanopropan-2-yl)picolinamide.

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; PLEXXIKON INC.; ZHANG, Chao; WU, Guoxian; SPEVAK, Wayne; GUO, Zuojun; ZHANG, Ying; (138 pag.)WO2018/226846; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts