反应详情

To a solution of (trans)-2-(3′-(trifluoromethyl)biphenyl-4-yl)cyclopropanamine (3.6 g, 38.26 mmol) in DCM (36 mL), 4° A molecular sieves was added followed by chloroacetaldehyde (5.8 mL, 38.26 mmol) and then stirred at RT for 1 h. After completion, monitored by TLC, cooled the reaction mixture at −10° C. and Na(CN)BH3 (2.88 g, 45.92 mmol) was added and stirred at RT for 2 h. After completion, the reaction mixture was quenched with NH4Cl (5%) and filtered through a pad of celite. The filtrate was extracted with DCM (2×50 mL), combined extracts were washed with water (40 mL), dried over anhydrous Na2SO4, filtered and evaporated. The residue was purified by flash column chromatography by using EtOAc: Pet ether to get (trans)-N-(2-chloroethyl)-2-(3′-(trifluoromethyl)biphenyl-4-yl)cyclopropanamine (3.2 g, 72.72%) as a liquid.

1. temperaturecooled the reaction mixture at −10° C.
2. stirringstirred at RT for 2 h
3. customAfter completion, the reaction mixture was quenched with NH4Cl (5%)
4. filtrationfiltered through a pad of celite
5. extractionThe filtrate was extracted with DCM (2×50 mL)
6. washwere washed with water (40 mL)
7. dry with materialdried over anhydrous Na2SO4
8. filtrationfiltered
9. customevaporated
10. customThe residue was purified by flash column chromatography