Ethyl chloroacetate → HCID 59198511, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-N-ethyl-3-(9-ethyl-8-oxo-8,9-dihydro-3H-3,4,9-triaza-cyclopenta[a]naphthalen-7-yl)-5-methoxy-benzamide (7.6 mg, 0.018 mmol), chloro-acetic acid ethyl ester (2.2 mg, 0.018 mmol), potassium carbonate (0.89 mg, 0.0064 mmol) and acetone (0.5 mL) is heated up to 60° C. for 2 h. Solvent is removed and water is added. The mixture is extracted with chloroform and methanol (20:1) and the extracts is combined and dried with MgSO4. After removal of the solvent, the residue is purified on silica gel column (ethyl acetate:hexane=4:1) to give desired product. MS m/z 511.1 (M+1). 2.5 mg of the product is hydrolyzed with LiOH.H2O in THF, MeOH and H2O at rt for 1 h to give the desired acid product. MS m/z 483.1 (M+1).

Provenance & Evidence