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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196733Generated: November 1, 2026

Water → HCID 67155969, compound

https://huagongshe.com/reaction/2196733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 73013588HCID 73013588—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67155969HCID 6715596965%

Reaction Conditions

Temperature-40 °C

Reaction Steps

Sodium tetrahydroborate (0.069 g, 1.81 mmol) was added to a solution of 5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine-2-carbaldehyde (200 mg, 0.60 mmol) in THF (3.8 mL) and methanol (0.4 mL) at −40° C. The mixture was stirred at −40° C. for 30 minutes. The reaction mixture was then treated with water and ethyl acetate, and the layers were separated. The aqueous layer was extracted once with ethyl acetate. The organic layers were dried with sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography to afford (5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)methanol (0.13 g, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338452B2
Source datasetuspto-grants-2012_12
ORD IDord-ee7d495fbdc24546a23e31137c79c4a0
Source noteuspto-grants-2012_12