2-Methoxyethylamine → HCID 59536294, compound

Participants

Reaction Steps

To a solution of (R)-4-nitrophenyl 1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (170 mg, 384 μmol, example 88) in MeCN (0.2 mL) was added 2-methoxyethylamine (36.7 μL, 423 μmol). The resulting mixture was then subjected to a microwave irradiation at 180° C. for 15 min. Then, 2-methoxy-ethylamine (0.02 mL) was added and the mixture was subjected to a microwave irradiation at 180° C. for an additional 15 min. Then, the solvent was removed and the residue was dissolved in a solution of DMSO and MeOH (1:1, 1.0 mL). The solution mixture was then purified by preparative HPLC (0%-100% MeCN 0.1% TFA/H2O 0.1% TFA) to give the desired product, which was then dissolved in MeOH (2.0 mL). The solution was washed through PL-HCO3 MP resin (200 mg per 6 mL tube) and the resin was washed with MeOH (2×0.5 mL). The combined washings were then concentrated and dried under vacuum to give the title compound as a yellow solid. MS (ESI, positive ion) m/z: 379 (M+H).

Provenance & Evidence