Methanol → HCID 67521110, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-3-fluorobenzylamine (575 mg, 3.53 mmol), methyl dimethoxyacetate (512 mg, 3.78 mmol), triethylamine (0.62 mL, 4.4 mmol) and MeOH (1 mL, 20 mmol) in a sealed tube was heated at 80° C. for 20 h. After cooling to rt, the mixture was diluted with EtOAc (40 ml), washed with HCl (2N, 2×30 ml), water (2×30 ml), brine (30 ml), dried over MgSO4, filtered, and concentrate vacuo to give the title compound as a brown oil. 1H NMR (400 MHz, CDCl3): δ=3.40 (s, 6H), 4.59 (d, J=6.0 Hz, 2H), 4.74 (s, 1H), 6.99 (brs, 1H), 7.07-7.12 (m, 1H), 7.17-7.25 (m, 2H). MS(ES+): m/z=262.06/264.04 (100/62) [MH+]. HPLC: tR=2.91 min (ZQ3, polar—5 min).

Provenance & Evidence