Pyridine → (4-Pyrrolidin-1-ylmethyl-3-trifluoromethyl-phenyl)-carbamic acid phenyl ester

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Reaction Steps

A solution of 49 μl (0.39 mMol) phenyl chloroformiate in 1.5 ml THF is cooled to −70° C. Then a solution of 81 mg (0.33 mMol) 4-pyrrolidin-1-ylmethyl-3-trifluoromethyl-phenylamine and 0.3 ml pyridine in 1.5 ml THF is added dropwise. After 1 h, it is poured into a mixture of 20 g ice, 40 ml sat. Na2CO3/water 1:3 and 40 ml EtOAc. The aqueous layer is separated off and extracted 2× with EtOAc. The organic phases are washed with water and brine, dried (Na2SO4) and concentrated to the title compound: MS: [M+1]+=365; HPLC: AtRet=11.1.

Provenance & Evidence