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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818732Generated: November 2, 2026

Acetone → HCID 15953837, compound

https://huagongshe.com/reaction/1818732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 178509243HCID 178509243—
SolventDiethyl EtherHCID 3283—
ProductHCID 15953837HCID 1595383753.2%

Reaction Steps

To a room temperature slurry of 6-(2,4-Difluoro-phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-3-ylamine (170 mg, 0.646 mmol), acetone (0.95 mL, 12.9 mmol) acetic acid (0.037 mL) and THF (6.5 mL) was added NaBH(OAc)3 (547 mg, 2.58 mmol). The reaction mixture was heated to reflux for 18 hours, then cooled to room temperature and diluted with ether. This mixture was washed with water and brine, then dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was chromatographed through silica (10%-50% EtOAc in hexanes) to give 105 mg of [6-(2,4-difluoro-phenoxy)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-isopropyl-amine, MP=211.3-214.4° C., MS(M+H)=306.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601726B2
Source datasetuspto-grants-2009_10
ORD IDord-d09fcfa75ce0453d81812c0561b6877a
Source noteuspto-grants-2009_10