Toluene → HCID 67319046, compound

Participants

Reaction Steps

A solution of the carbamate from step (i) (0.4 g) in acetic acid (2 mL) was treated with hydrogen bromide/acetic acid (33%, 2 mL) and stirred for 1 h. Toluene (10 mL) was added, the mixture was evaporated in vacuo, the residue purified by reverse phase HPLC with 0.2% aqueous TFA/acetonitrile as eluent and the pure fractions evaporated in vacuo. The solid residue was dissolved in a mixture of ethanol (5 mL) and acetonitrile (15 mL) and treated with hydrobromic acid in aqueous acetonitrile (16%, 1.8 mL). A solid gradually precipitated and was filtered off, washed with acetonitrile and slurried in ethanol. The solid was filtered off, washed with a little ethanol and dried to afford the title product (0.036 g) as a white solid.

Provenance & Evidence