Formaldehyde → HCID 44181677, compound

Participants

Reaction Steps

A mixture of benzyl 4-(7-carbamoylbenzo[d]oxazol-2-yl)phenethyl(methyl)carbamate (30 mg, 0.069 mmol), paraformaldehyde (4 mg, 0.14 mmol), and 10% Pd/C (10 mg) in methanol (10 ml) was stirred at room temperature over 1 atm of hydrogen for 4 h. Then the mixture solution was filtered and the filtrate was evaporated under reduced pressure. The residue was purified by prep-HPLC to obtain 2-(4-(2-(dimethylamino)ethyl)phenyl)benzo[d]oxazole-7-carboxamide (10 mg, yield 48%). 1H-NMR (400 MHz, CD3OD) δ (ppm): 2.34 (s, 6H), 2.62-2.66 (m, 2H), 2.89-2.93 (m, 2H), 7.46-7.52 (m, 3 H), 7.88-7.91 (m, 2H), 8.224-8.26 (d, J=8.4 Hz, 2H). LC-MS (ESI) m/z: 310 (M+1)+.

Provenance & Evidence