Methylamine → HCID 66672157, compound

Participants

Reaction Conditions

Reaction Steps

100 mg (0.162 mmol) of the compound from Example 34A were initially charged in 2 ml of DMF, cooled to 0° C., and 123 mg (0.324 mmol) of HATU were added. After 20 min, 243 μl (0.486 mmol) of methylamine and 56 ml (0.324 mmol) of N,N-diisopropylethylamine were added, and the mixture was then stirred at RT overnight. Water was added, and the reaction mixture was extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated. The residue was purified by preparative HPLC (Chromasil, water/acetonitrile+0.15% conc. hydrochloric acid). This gave 37 mg of the desired compound. In addition, more solid precipitated from the aqueous phase overnight; this was filtered off and washed with a little water. This gave another 50 mg of the desired compound.

Provenance & Evidence