Benzamide, 3-amino-4-chloro- → HCID 59479517, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-amino-4-chlorobenzamide (170 mg, 1.0 mmol), 3,4-dimethoxyphenylboronic acid (182 mg, 1.0 mmol) and glyoxylic acid monohydrate (92 mg, 1.0 mmol) in methylene chloride (4.0 mL) and DMF (0.3 mL) was heated at 65° C. for 3.0 h and then stirred at rt for 18 h. The precipitate formed was collected by filtration and washed with methylene chloride to give 3A (200 mg, 57% yield) after drying. 1H NMR (400 MHz, Methanol-d4) δ ppm 3.80 (s, 3H) 3.81 (s, 3H) 5.17 (s, 1 H) 6.92 (d, J=8.35 Hz, 1H) 7.04 (s, 1H) 7.04-7.11 (m, 3H) 7.33 (d, J=7.91 Hz, 1 H); LC-MS 365 (M+H).

Provenance & Evidence