Boron tribromide → HCID 57483852, compound

Participants

Reaction Conditions

Reaction Steps

5-(2-Methoxy-3-amino-phenyl)-2-methyl-furan-3-carboxylic acid 53d (370 mg, 1.5 mmol) was dissolved in dichloromethane. The mixture was cooled to 0° C. by an ice-water bath followed by dropwise addition of a solution of boron tribromide in dichloromethane (1 N, 3.6 mL). Upon completion of the addition, the reaction mixture was reacted at room temperature for 2 hours. The reaction was monitored by TLC until the disappearance of the starting materials and quenched by addition of 0.5 mL of methanol. The mixture was stirred for 30 minutes and concentrated under reduced pressure. The resulting residue was diluted with 10 mL of ethyl acetate and stirred for 30 minutes. The mixture was filtered and the filter cake was dried to obtain the title compound 5-(2-hydroxy-3-amino-phenyl)-2-methyl-furan-3-carboxylic acid hydrobromide 53e (240 mg, yield 46%) as a grey solid.

Provenance & Evidence