3-Pyridinecarboxaldehyde → HCID 118272473, compound

Participants

Reaction Steps

To an 8 mL vial charged with nicotinaldehyde (30 mg, 0.278 mmol) was added (R)-1-(3-amino-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea (30 mg, 0.056 mmol) in methanol (1 ml) and acetic acid (0.1 ml). The vial was capped and the contents stirred at room temperature for 2 h. Sodium cyanoborohydride (10.5 mg, 0.167 mmol) was added and the reaction mixture stirred for an additional 16 h. The reaction mixture was diluted with DCM (1 mL), trisamine MP-resin (274 mg, 0.557 mmol) added, and the contents of the vial shaken at room temperature for 3 h. The resin was filtered, and washed through with DCM (1 mL). The volatiles were removed in vacuo to afford crude (R)-1-(1-phenylethyl)-3-(3-((pyridin-3-ylmethyl)amino)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)urea, which was taken forward without purification. MS ESI calc'd. For C40H36N7O [M+H]+ 630. found 630.

Provenance & Evidence