Reference of 127946-77-4, 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. 127946-77-4 name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, 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 vial was charged with (1 R,2R)-2-(2-(4,4-difluoropiperidin- 1 -yl)-5 -(4-( 1,1 – dioxidothiomorpholino)phenyl)thiazol-4-yl)cyclohexanecarboxylic acid (42.1 mg, 0.078 mmol), 1 -aminocyclopropanecarbonitrile hydrochloride (23.12 mg, 0.195 mmol), DMF (780 tl), DIPEA (68.1 tl, 0.390 mmol), and HATU (37.1 mg, 0.098 mmol). The resulting mixture was stirred at70 C for 7 hours. Reaction mixture was cooled to RT and purified directly by reverse phase preparative HPLC (H20/ MeCN (10-95%), 0.1% TFA, 20 mm) giving 29mg (61.6%) of (1 R,2R)-N-( 1 -Cyanocyclopropyl)-2-(2-(4,4-difluoropiperidin- 1 -yl)-5 -(4-( 1,1 – dioxidothiomorpholino)phenyl)thiazol-4-yl)cyclohexanecarboxamide (Compound 6) as white solid: MS (ES, m/z): 604.3 (M + 1); ?H NMR (400 MHz, CDC13): oe 0.87-0.86 (m, 2 H); 1.43-1.28 (m, 5 H); 1.85-1.50 (m, 5H); 2.19-2.05 (brm, 4 H); 2.58 (td, J= 11.4, 3.1 Hz, 1 H); 2.80 (td, J = 11.3, 3.2 Hz, 1 H); 3.13-3.11 (m, 4 H); 3.62-3.58 (m, 2 H); 3.74-3.69 (m, 2 H); 3.91-3.89 (m, 4 H); 5.83 (s, 1 H); 6.91 (d, J = 8.5 Hz, 2 H); 7.28 (d, J = 8.4 Hz, 2 H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, and friends who are interested can also refer to it.
Reference:
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; PAONE, Daniel, V.; LI, Jing; GINNETTI, Anthony; LIM, John; FU, Jianmin; XU, Shimin; WO2015/54038; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts