Methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylate → HCID 16718793, compound

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Reaction Steps

Condensation of methyl 5-(4-chlorophenyl)-3-((dimethylamino)methylene-amino)-thiophene-2-carboxylate (740 mg) and tert-butyl 2-(4-amino-2-methoxy-phenoxy)acetate Part C (581 mg) as described in Example 1 yielded the title compound 388 mg (34%). 1H NMR (CDCl3) δ 1.50 (s, 9H), 3.92 (s, 3H), 4.65 (s, 2H), 6.91 (br s, 2H), 6.99 (br s, 1H), 7.44 (d, J=8.24 Hz, 2H), 7.53 (s, 1H), 7.65 (d, J=8.25 Hz, 2H), 8.14 (s, 1H); 13C NMR (CDCl3) δ 28.04, 56.21, 66.57, 82.58, 111.28, 113.76, 118.98, 120.86, 123.21, 127.65, 129.45, 130.85, 131.52, 135.68, 148.12, 150.00, 151.66, 156.73, 157.36, 167.51; HPLC (Method #1): 3.89 min retention time; MS (ES): m/z 499 [M+H]+.

Provenance & Evidence