Cyclopropylamine → HCID 86622952, compound

Participants

Reaction Steps

(4-Chloro-3-formyl-benzyl)-(2,2-difluoro-ethyl)-carbamic acid tert-butyl ester (563 mg, 1.69 mmol) was dissolved in MeOH (18 mL). Cyclopropylamine (0.181 mL, 2.53 mmol) was added, and the mixture was heated to reflux for 4 h. The mixture was allowed to cool to rt, and NaBH4 (96 mg, 95.7 mg, 2.53 mmol) was added in portions. The mixture was stirred for 1 h, and the solvents were removed under reduced pressure. The residue was taken in EtOAc, and the mixture was washed with aq. sat. NaHCO3 (1×) and brine (1×). The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC(CH2Cl2/MeOH 95:5) yielded the title compound (558 mg, 88%). LC-MS: tR=0.76 min; ES+: 375.15.

Provenance & Evidence