Methyl chloroformate → HCID 23652792, compound

Participants

Reaction Steps

0.4 ml (5 mMol) methyl chloroformate are added to a solution of 54 mg (0.123 mMol) 6-(6-amino-pyrimidin-4-ylmethyl)-naphthalene-1-carboxylic acid (4-fluoro-3-trifluoromethyl-phenyl)-amide in 1 ml CH2Cl2 and 1.5 ml pyridine. After 20 h, the solution is diluted with EtOAc and water, the aq. phase separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Chromatography (Combi Flash; CH2Cl2→CH2Cl2/MeOH 92:8) gives the title compound: MS: [M+1]+=499; TLC (CH2Cl2/MeOH 85:15): Rf=0.54; 1H-NMR (DMSO-d6): δ ppm 10.86 (s, HN), 10.65 (s, HN), 8.69 (s, 1H), 8.30 (d, 1H), 8.13 (d, 1H), 8.03 (m, 2H), 7.90 (s, 1H), 7.74 (m, 2H), 7.58 (t, 1H), 7.50 (m, 2H), 4.22 (s, H2C), 3.64 (s, H3C).

Provenance & Evidence