Cyclopropanemethanamine → HCID 178512089, compound

Participants

Reaction Conditions

Reaction Steps

N-Cyclopropylmethyl-1′-(4-trifluoromethoxybenzenesulfonyl)-1′,2′,3′,6′-tetrahydro-[2,4′]bipyridinyl-6-carboxamidine (34) was synthesized as follows. Compound 33 was prepared according to the procedure described above for preparing compound 32 using 4-(trifluoromethoxy)benzenesulfonyl chloride instead of 3-trifluoromethylbenzenesulfonyl chloride. To a solution of compound 33 (154 mg, 0.37 mmol) in ethanol was added cyclopropylmethylamine (52 mg, 0.75 mmol) and the resulting solution was heated at 55° C. for 12 hours. The mixture was purified, without an aqueous work-up, on CombiFlash® and further purified by Prep-TLC to obtain the title compound 34 (7 mg, yield 4%). 1H NMR (400 MHz, CD3OD): δ 7.97-7.85 (m, 4H), 7.77 (d, 1H, J=8 Hz), 7.43 (d, 2H, J=8.8 Hz), 6.76 (m, 1H), 3.81 (m, 2H), 3.32 (m, 4H), 2.71 (m, 2H), 1.14 (m, 1H), 0.58 (m, 2H), 0.31 (m, 2H); MS: 481 (M+H+).

Provenance & Evidence