Electric Literature of 127946-77-4, A common heterocyclic compound, 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, molecular formula is C4H7ClN2, 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.
To a vial containing (1 R,2R,5 S)-2-(2-(tert-butyl)-5 -(4-( 1 -imino- 1-oxidothiomorpholino)phenyl)oxazol-4-yl)-5 -fluorocyclohexanecarboxylic acid (12 mg, 0.025 mmol) was added 1-aminocyclopropanecarbonitrile hydrochloride (72.5 mg, 0.6 11 mmol), DIPEA (115 uL, 0.696 mmol), and HATU (13.4 mg, 0.035 mmol). The resulting mixture was heated at 65 C for 4.5 hours. The reaction mixture was cooled to RT. The crude mixture was purified directly via reverse phase preparative HPLC (water/lO to 75% MeCN, 0.1% TFA, 15mm). Fractions with the desired product after HPLC were treated with saturated NaHCO3 and extracted with CH2C12 (3 x 10 mL), then EtOAc, washed with brine (30 mL), dried (Mg504), and evaparated under reduced pressure giving 8.2 mg (60%) of (2R,55)-2-(2-(tert-butyl)-5-(4-(1- imino- 1 -oxidothiomorpholino)phenyl)oxazol-4-yl)-N-( 1 -cyanocyclopropyl)-5 -fluorocyclohexanecarboxamide (Compound 13). ?H NMR (500 MHz, CDC13): oe 0.89-0.84 (m; 2H); 0.98-0.93 (m; 1 H); 1.33-1.28 (m; 1 H); 1.41-1.39 (m; 1 H); 1.43 (s; 9 H); 2.07-1.92 (m; 3H); 2.15 (brt; J= 16.14 Hz; 2 H); 2.99 (t; J= 11.59 Hz; 1 H); 3.17-3.13 (m; 5 H); 3.94-3.86 (m;4 H); 5.00 (d; J = 47.85 Hz; 1 H); 6.35 (s; 1 H); 6.95 (d; J = 8.51 Hz; 2 H); 7.46 (d; J = 8.47 Hz;2 H); MS (ES, m/z): 542.2 (M + 1)
The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.