Methanesulfonic Acid → HCID 57785336, compound

Participants

Reaction Steps

To 2-isopropylaminooxazole-4-carboxylic acid (1.9 g, 10.9 mmol) in DCM (10 ml) was added CDI (1.8 g, 10.9 mmol). The mixture was then stirred at rt for 2 h, followed by addition of 1-(2-Amino-3-chloro-4-methoxyphenyl)ethanone (prepared according to Raboisson, P. J.-M. B., et al., WO2007014926, p 78; 1.4 g, 8.7 mmol) and CH3SO3H (2.1 mL, 32.8 mmol), and then stirred for 18 h at rt. The reaction mixture was diluted with DCM (100 mL) and washed with 1N HCl (2×100 mL). To the collected DCM layer was added K2CO3 (3.02 g, 21.88 mmol) and stirred for 2 h at rt. The solution was filtered and concentrated in vacuo. The resulting residue was purified by flash chromatography on silica gel, eluting with EtOAc/hexane, to give 2-isopropylamino-oxazole-4-carboxylic acid (6-acetyl-2-chloro-3-methoxyphenyl)amide (863 mg, 22% yield). LCMS found 382 [M+H]+.

Provenance & Evidence