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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269850Generated: October 31, 2026

Ethyl Acetate → 2-(Tetrahydropyran-4-ylamino)-6-[(2-fluorophenyl)hydroxylmethyl]thieno[2,3-d]pyrimidine

https://huagongshe.com/reaction/269850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
Reactant2-(Tetrahydropyran-4-ylamino)-6-(2-fluorobenzoyl)thieno[2,3-d]pyrimidineHCID 10215549—
SolventEthanolHCID 702—
Product2-(Tetrahydropyran-4-ylamino)-6-[(2-fluorophenyl)hydroxylmethyl]thieno[2,3-d]pyrimidineHCID 1017238446.4%

Reaction Steps

To a solution of 2-(tetrahydropyran-4-ylamino)-6-(2-fluorobenzoyl)thieno[2,3-d]pyrimidine (300 mg) in ethanol (30 mL) was added sodium borohydride (0.4 g) at room temperature and stirred overnight. Ethyl acetate (50 mL) was added to the reaction mixture. The organic layer was separated, washed with brine, dried, and evaporated. Purification by preparative TLC (silica gel, 50% EtOAc/hexanes) gave 140 mg of the alcohol. MS: 360.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449472B2
Source datasetuspto-grants-2008_11
ORD IDord-166fda0c2d2b49e1ae643836c44010b9
Source noteuspto-grants-2008_11