1,2-Dichloroethane → HCID 18433581, compound

Participants

Reaction Steps

A mixture of lithium 3-[1-(4-cyano-3-fluorobenzyl)-1H-imidazol-5-yl]propionate, as described in Example 34, Step E, (500 mg, 1.79 mmol), N,O-dimethylhydroxylamine hydrochloride (874 mg, 8.96 mmol), HOBT (270 mg, 2.00 mmol), EDC (418 mg, 2.18 mmol), and N,N-diisopropylethylamine (1.87 mL, 10.74 mmol) was stirred in DMF (5 mL) at ambient temperature for 18 hours. EtOAc (50 mL) was added, the mixture was filtered, and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography on silica, eluting with a gradient of CHCL3—1% MeOH—0.1% NH4OH to CHCl3—4% MeOH—0.4% NH4OH to yield the titled product.

Provenance & Evidence