Formaldehyde → HCID 136932645, compound

Participants

Reaction Steps

Into a solution of tert-butyl (3R)-3-[[5-(1,3-benzothiazol-2-yl)-6-oxo-2-(piperidin-4-yl)-1,6-dihydropyrimidin-4-yl]amino]piperidine-1-carboxylate (100 mg, 0.20 mmol, 1.00 equiv) and formaldehyde (30% in water, 22 mg, 0.73 mmol, 3.74 equiv) in dichloromethane (5 ml) was added sodium triacetoxyborohydride (62.3 mg, 0.29 mmol, 1.50 equiv). The resulting solution was stirred for 2 h at room temperature, quenched with water (5 mL), and extracted with ethyl acetate (2×5 mL). The combined organic phases were washed with brine (10 mL) and dried over anhydrous sodium sulfate. After filtration and concentration under vacuum, 100 mg of the title compound was obtained as a solid, which was used directly for next step without further purification. MS m/z [M+H]+ (ESI): 525.

Provenance & Evidence