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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379596Generated: October 28, 2026

Sodium borohydride → 6-(Hydroxymethyl)-3-methyl-1-(2-methylpropyl)-5-(2-thienylmethyl)-thieno[2,3-d]pyrimidine-2,4(1h,3h)-dione

https://huagongshe.com/reaction/379596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant1,2,3,4-Tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-5-(thien-2-ylthio)-thieno[2,3-d]pyrimidine-6-carboxaldehydeHCID 18366590—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product6-(Hydroxymethyl)-3-methyl-1-(2-methylpropyl)-5-(2-thienylmethyl)-thieno[2,3-d]pyrimidine-2,4(1h,3h)-dioneHCID 18366595104.4%

Reaction Steps

Sodium borohydride (0.06 g) was added to 1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-5-(2-thienylthio)-thieno[2,3-d]pyrimidine-6-carboxaldehyde (0.25 g) in methanol (25 ml) and the mixture was stirred for 24 hours. The reaction was diluted with water (30 ml) and was then extracted with ethyl acetate (3×50 ml). The organic phases were washed with brine and dried over magnesium sulfate, filtered and evaporated to leave a green oil. Purification by chromatography (1:4 ethyl acetate:isohexane) gave the subtitle compound as a yellow foam (0.125 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300334B1
Source datasetuspto-grants-2001_10
ORD IDord-4345ed6075214854b0da1b7f053b2cf0
Source noteuspto-grants-2001_10