2-Aminothiazole → HCID 86664016, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 1-(5-(7-bromo-2-(3-ethylureido)benzo[d]thiazol-5-yl)pyrimidin-2-yl)-4-methylpiperidine-4-carboxylate (200 mg, 0.37 mmol) and 2-aminothiazole (111 mg, 1.11 mmol) were stirred in DMF (3 ml) and triethylamine (3 ml) was added. Carbon monoxide was bubbled through the mixture for 10 min. Xantphos (86.3 mg, 0.15 mmol) and palladium (II) acetate (18 mg, 0.08 mmol) were added and the reaction was purged with carbon monoxide, sealed then heated to 90° C. for 18 h. The reaction was allowed to cool and the solvents removed under reduced pressure. The resulting residue was triturated with water causing a solid to precipitate which was isolated by filtration to afford the target material (185 mg, 80% pure by LC-MS) (86%) after drying in a vacuum oven. This material was used directly in the next step with no further purification.

Provenance & Evidence