Benzylamine → HCID 71555819, compound

Participants

Reaction Steps

Thiophosgene (115 uL, 1.50 mmol) was dissolved in THF (3 mL). In a separate vial, aminomethylazaindole (200 mg, 1.36 mmol) was dissolved in THF followed by the addition of TEA (228 uL, 1.20 mmol). The solution of compound 2 and TEA was then added to the vial containing thiophosgene. In another vial, 2-aminobenzylamine (199 mg, 1.63 mmol) and TEA (246 uL, 1.30 mmol) were dissolved in THF (2 mL). After the thiophosgene/azaindole mixture had been stirring for ˜15 minutes, the solution of benzylamine was added. After stirring overnight, EtOAc (2 mL) was added and the resulting solution was washed three times with water (5 mL). The solvent was then stripped and the crude product purified via normal phase chromatography (DCM/MeOH, 0%→15%) to give the product as a white solid.

Provenance & Evidence