Dimethylamine, hydrochloride → HCID 485755, compound

Participants

Reaction Steps

A mixture of 5-(S)-thioacetamidomethyl-3-(4′-carboxy-3′-fluorophenyl)oxazolidine-2-one (0.33 g, 1.06 mmol; prepared as described in Example 13), O-(7-azabenzotriazol-1-yl)-N,N,N′,N′,-tetramethyluronium hexafluorophosphate (0.428 g, 1.1 mmole) and N,N′-diisopropylethylamine (0.38 ml, 2.1 mmol) in DMF (1.5 ml) was stirred at r.t. for 20 min. Dimethylamine hydrochloride (96 mg, 1.2 mmole) was added, and the mixture stirred at r.t. overnight. Solvent was removed under vacuum, and the product purified by by silica gel PTLC (eluent: 10% MeOH in ethyl acetate). White crystals (117 mg, 33%). HPLC Rt=4.2. MS (m/z): [M+H]+=340.

Provenance & Evidence