Reference of 127946-77-4,Some common heterocyclic compound, 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, molecular formula is C4H7ClN2, 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.
(1S,4S)-5 -(1 -Methyl-cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo [2.2.1]heptan-3-one (100 g, 512 mmol), 1-amino-cyclopropanecarbonitrile hydrochloride (62.0 g, 523 mmol), and sodium 2-ethylhexanoate (97%, 96.5 g, 563 mmol) were dissolved in water (500 mL). The mixture was stirred for 16 h at 50C. After cooling to room temperature, dichloromethane (500 mL) was added, the mixture was acidified by addition of hydrochloric acid (25% m/m, 13.8 mL, 106 mmol), and sodium chloride (120 g) was added. The mixture was stirred for 1 h, phases were separated, the aqueous layer was extracted with dichloromethane (3 x 330 mL) and the combined organic extracts were concentrated in vacuo to a volume of ca. 1.1 L. Ethyl acetate (1.1 L) was added, the mixture was concentrated in vacuo to a volume of ca. 1 L and heptane (1 L) was added within 30 mm. The resulting suspension was stirred for 2 h at 2C, filtered, the precipitate was washed with cold ethyl acetate / heptane 1:1 (v/v, 340 mL) and heptane (340 mL) and dried in vacuo to afford the title compound as light yellow crystals (129.4 g, 90%). MS (ESI & APCI): m/z = 278.1 [M + H]. 1H NMR (CDC13, 600 MHz): oe 0.60-0.65 (m, 2H), 0.89-0.92 (m, 1H), 0.95-0.98 (m, 1H), 1.20-1.26 (m, 2H), 1.33 (s, 3H), 1.50-1.57 (m, 2H), 2.13 (ddd,J 5.0 Hz, 9.0 Hz, 14.1 Hz, 1H), 2.39 (br d, J= 14.3 Hz, 1H), 3.76 (dd, J 4.3 Hz, 11.6Hz, 1H), 3.85 (d, J 11.6 Hz, 1H), 4.48- 4.53 (m, 1H), 4.57 (d, J 9.0 Hz, 1H), 4.70 (br s, 1H), 7.92 (br s, 1H).
The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BARTELS, Bjoern; BLISS, Fritz; CUENI, Philipp; PFLEGER, Christophe; ZUTTER, Ulrich; WO2013/68434; (2013); A1;,
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