Phosgene → HCID 57731554, compound

Participants

Reaction Conditions

Reaction Steps

Crude {2-amino-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-phenyl}-(4-methyl-piperazin-1-yl)-methanone (0.637 mmol) was dissolved in dichloromethane (7.0 mL) with di-iso-propylamine (266 μL, 1.91 mmol) and cooled to 0° C. Phosgene (20% w/v in toluene, 1.0 mL, 1.91 mmol) was added and after 1 minute, morpholine (557 μL, 6.37 mmol) was added rapidly. The mixture was stirred 15 h, washed with brine and dried over sodium sulfate to afford crude morpholine-4-carboxylic acid [4-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-(4-methyl-piperazine-1-carbonyl)-phenyl]-amide (632 mg, crude). MS: m/z 710 (M+H+).

Provenance & Evidence