Potassium tert-butoxide → HCID 56953402, compound

Participants

Reaction Steps

Ethyl 1-(5-(2-(3-ethylureido)-7-(thiazole-2-carbonyl)benzo[d]thiazol-5-yl)pyrimidin-2-yl)-4-methylpiperidine-4-carboxylate (185 mg, 0.31 mmol) was dissolved in DMSO (2 ml) with stirring and potassium-t-butoxide (174 mg, 1.56 mmol) was added. The reaction was allowed to stir at rt for 1 h. The reaction was filtered and purified by preparative HPLC to afford Compound 145 as a solid (7 mg, 95% purity by HPCL) (4%) 1H NMR (DMSO-d6): δ 9.00-8.95 (2H, m), 8.63 (1H, s), 8.19 (1H, s), 7.65 (1H, d, J=3.59 Hz), 7.37 (1H, d, J=3.57 Hz), 6.93 (1H, t, J=5.58 Hz), 4.34 (2H, dt, J=13.73, 4.50 Hz), 3.41 (2H, dd, J=11.79, 3.40 Hz), 3.25 (2H, p, J=6.76 Hz), 2.06 (2H, dt, J=13.53, 3.67 Hz), 1.44 (2H, ddd, J=13.50, 9.94, 4.01 Hz), 1.23 (3H, s), 1.15 (3H, t, J=7.18 Hz). MS: 567 [M+H]+.

Provenance & Evidence