Tert-Butyl isocyanide → HCID 74763782, compound

Participants

Reaction Steps

5-chloropyridin-2-amine (200 mg, 1.56 mmol, Eq: 1.00), 3-formylbenzonitrile (214 mg, 1.63 mmol, Eq: 1.05) and p-toluenesulfonic acid monohydrate (88.8 mg, 467 μmol, Eq: 0.3) were dissolved in MeOH (2.00 mL) and the intensive yellow solution was stirred for 10 min. To this yellow solution was added dropwise 2-isocyano-2-methylpropane (129 mg, 177 μL, 1.56 mmol, Eq: 1.00) and the corresponding yellow solution was stirred for 80 min whereupon a white precipitate was formed. The precipitate was filtered off, washed with MeOH (4 mL) and dried under vacuum to give the product as a white solid (351 mg, 69.5%). MS: 325.2 [M+H]+; 1H-NMR (D6-DMSO): δ 8.59 (m, 2H), 8.49 (d, 1H), 7.78 (d, 1H), 7.65 (t, 1H), 7.58 (d, 1H), 7.29 (dd, 1H), 4.88 (s, 1H), 1.02 (s, 9H).

Provenance & Evidence