3-Chlorobenzaldehyde → HCID 74762709, compound

Participants

Reaction Steps

5-bromo-3-methylpyridin-2-amine (200 mg, 1.07 mmol, Eq: 1.00), 3-chlorobenzaldehyde (158 mg, 128 μL, 1.12 mmol, Eq: 1.05) and p-toluenesulfonic acid monohydrate (61.0 mg, 321 μmol, Eq: 0.3) were dissolved in MeOH (1.5 mL) and the intensive yellow solution was stirred for 5 min. To this yellow solution was added dropwise 2-isocyano-2-methylpropane (88.9 mg, 122 μL, 1.07 mmol, Eq: 1.00) and the corresponding yellow solution was stirred for 2 h. The precipitate was filtered off, washed with MeOH (4 mL) and dried under vacuum to give the product as a white solid (130 mg, 31.0%). MS: 394.1 [M+H]+; 1H-NMR (D6-DMSO): δ 8.48 (s, 1H), 8.27 (s, 1H), 8.17 (d, 1H), 7.46 (t, 1H), 7.36 (d, 1H), 7.22 (s, 1H), 4.81 (s, 1H), 3.34 (s, 3H), 1.03 (s, 9H).

Provenance & Evidence