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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091691Generated: October 31, 2026

Methanol → 2-((4-(Hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-6-methylthieno[2,3-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1091691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
Reactant1-((6-Methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-yl)methyl)-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehydeHCID 86630397—
SolventDichloromethaneHCID 6344—
Product2-((4-(Hydroxymethyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)methyl)-6-methylthieno[2,3-d]pyrimidin-4(3H)-oneHCID 6659153028%

Reaction Steps

1-((6-Methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-yl)methyl)-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde (100 mg, 0.292 mmol) was dissolved in a 1:1 DCM:MeOH solution (2 mL) and sodium borohydride (33 mg, 0.876 mmol) added. After 30 min the mixture was quenched by addition of water (1 mL) then concentrated in vacuo. Purification by flash column chromatography-silica gel and elution with 3% MeOH:DCM resulted in a white solid which was recrystallised from isopropanol and freeze dried to give the title compound as a white solid (28 mg, 0.081 mmol, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129397B2
Source datasetuspto-grants-2012_03
ORD IDord-2358a72046234964bdf484dffe235f22
Source noteuspto-grants-2012_03