Triethylamine → HCID 58649722, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4C (150 mg, 0.35 mmol), DPPA (0.11 ml, 0.53 mmol) and Et3N (0.12 ml, 0.88 mmol) in toluene (3.5 ml) was heated at 55° C. for 3 h. Additional DPPA (0.02 ml, 0.10 mmol) was added, and the mixture was stirred at this temperature for another 1 h. (S)-3-Hydroxymethyl-morpholine-4-carboxylic acid tert-butyl ester (115 mg, 0.53 mmol) was added, and the resulting mixture was heated at 80° C. overnight. The mixture was cooled to rt, diluted with EtOAc (80 ml), washed with H2O (1×30 ml), saturated Na2CO3 (2×30 ml) and brine (1×30 ml). The mixture was dried (MgSO4), filtered and concentrated. The residue was triturated in MTBE (20 ml) and filtered to give 4D (124 mg, 55%) which was used in the next step without further purification.

Provenance & Evidence