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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 432231Generated: October 31, 2026

Sodium borohydride → HCID 178508617, compound

https://huagongshe.com/reaction/432231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 22346823HCID 22346823—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178508617HCID 17850861742.9%

Reaction Steps

A solution of 3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-cyclobutanone (0.208 g, 0.00056 mol) in tetrahydrofuran (10 mL) and absolute ethanol (5 mL) was reacted with sodium borohydride (0.021 g, 0.00056 mol) at room temperature for four hours. Added water (5 mL) and extracted with ethyl acetate (3×15 mL). The combined organics were dried over magnesium sulfate, and the solvent was removed in vacuo. The residue was purified by flash column chromatography on silica using dichloromethane/methanol (98:2). The solvent was removed in vacuo to give cis 3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-cyclobutanol (0.090 g, 0.00024 mol) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660744B1
Source datasetuspto-grants-2003_12
ORD IDord-aa4068afeb1f47219f3d9cc4e09d08f6
Source noteuspto-grants-2003_12