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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379585Generated: October 27, 2026

Methyl morpholine oxide → 5-bromo-3-methyl-1-(2-methylpropyl)-6-[(pyridin-3-yl)carbonyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/379585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl morpholine oxideHCID 82029—
Reactant5-bromo-3-methyl-1-(2-methylpropyl)-6-[1-hydroxy-1-(pyridin-3-yl)methyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 18366594—
CatalystHCID 178419074HCID 178419074—
SolventDichloromethaneHCID 6344—
Product5-bromo-3-methyl-1-(2-methylpropyl)-6-[(pyridin-3-yl)carbonyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dioneHCID 1836658194.4%

Reaction Steps

A solution of 5-bromo-3-methyl-1-(2-methylpropyl)-6-[1-hydroxy-1-(pyridin-3-yl)methyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.50 g, Example 39 step b)), 4-methylmorpholine-N-oxide (0.21 g), powdered 4A sieves (0.58 g) and tetra-n-propylammoniumperruthenate (0.02 g) in dry dichloromethane (40 ml) was stirred for 1 hour at room temperature. The suspension was filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with dichloromethane to give the subtitle compound as a cream solid (0.47 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06300334B1
Source datasetuspto-grants-2001_10
ORD IDord-ece7d5f2c15144529acabf523518caef
Source noteuspto-grants-2001_10