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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 550956Generated: November 1, 2026

Water → (1H-Pyrrolo[2,3-b]pyridin-3-yl)-[6-(4-trifluoromethyl-benzylamino)-pyridin-3-yl]-methanol

https://huagongshe.com/reaction/550956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactant(1H-Pyrrolo[2,3-b]pyridin-3-yl)-[6-(4-trifluoromethyl-benzylamino)-pyridin-3-yl]-methanoneHCID 11632642—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
Product(1H-Pyrrolo[2,3-b]pyridin-3-yl)-[6-(4-trifluoromethyl-benzylamino)-pyridin-3-yl]-methanolHCID 5758806730%

Reaction Steps

Into a round bottom flask was added compound 13 (210.0 mg, 0.53 mmol) and sodium tetrahydroborate (80.0 mg, 2.11 mmol) and dissolved in N,N-dimethylformamide (5.0 mL) and ethanol (20.0 mL). The reaction was stirred at room temperature overnight, poured into water, and the product was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with biotage (methylene chloride/methanol 1:20) to give product 14 (63 mg, yield=30%) as a white solid (M+1=399)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947708B2
Source datasetuspto-grants-2011_05
ORD IDord-1ded4f800f3842b292cc92aadfee058c
Source noteuspto-grants-2011_05