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.
Boc-L-phenylalanine (1) (3.77 mmol, 1 Eq), HATU (1.3 Eq) and 1-Amino-1-cyclopropanecarbonitrile hydrochloride (2) (1.3 Eq.) in DMF(5 mL), under argon atmosphere. The resulting solution was stirred at room temperature for 16 h. The reaction mixture was diluted with ethylacetate (10 mL) and washed with a saturated NaHCO3 solution(3¡Á20 mL) and brine (3¡Á20 mL). The organic phase was dried over MgSO4 and evaporated to give a crude residue that was purified by chromatographic column on Flash Silica using ethyl acetate: n-hexane(7:3) as the mobile phase to give a white solid with a good yield.Yield 92%. White solid. Rf=0.9 (Ethyl Acetate: n-Hexane; 7:3). MP.146-147 C. 1H NMR (500 MHz, CDCl3) delta 7.27-7.04 (m, 5H), 4.58 (m,1H), 3.19 (dd, J=13.8, 5.0 Hz, 1H), 2.88 (dd, J=9.5, 5.0 Hz, 1H),1.31 (s, 9H), 1.25 (m, 2H), 1.04 (m, 2H).13C NMR. (125 MHz, CDCl3) delta 142.88, 131.04, 127.69, 126.21,120.81, 107.59, 37.36
The synthetic route of 1-Amino-1-cyclopropanecarbonitrile hydrochloride has been constantly updated, and we look forward to future research findings.
Reference:
Article; Cianni, Lorenzo; Sartori, Geraldo; Rosini, Fabiana; De Vita, Daniela; Pires, Gabriel; Lopes, Bianca Rebelo; Leitao, Andrei; Burtoloso, Antonio C.B.; Montanari, Carlos A.; Bioorganic Chemistry; vol. 79; (2018); p. 285 – 292;,
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