Tetrahydrofuran → HCID 118272360, compound

Participants

Reaction Conditions

Reaction Steps

N-(2-(6-chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridin-4-yl)ethyl)propan-2-amine (554 mg, 0.913 mmol) and RuPhos pre-catalyst (66.5 mg, 0.091 mmol) were charged in a 2 dram vial, evacuated and backfilled with nitrogen and taken in toluene (4 mL) before the addition of a solution of 2M NaOtBu in THF (1.15 mL, 2.3 mmol). The reaction mixture was heated at 55° C. for 1 hour before it was diluted with EtOAc and washed with water, brine, dried with sodium sulfate and concentrated. Purification of the residue by flash column (0-50% EtOAc-hexanes) gave 7-chloro-3-isopropyl-1-trityl-1,3,4,5-tetrahydropyrazolo[3,4,5-de][1,6]naphthyridine. MS ESI calc'd. for C30H27ClN4 [M+H]+ 480. found 480.

Provenance & Evidence