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;,
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