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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181367Generated: October 25, 2026

Cesium carbonate → 6-(4-chlorophenyl)-3-{3-methoxy-4-[(1-methyl-3-piperidinyl)methoxy]phenyl}thieno[3,2-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1181367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-(Chloromethyl)-1-methylpiperidineHCID 103674—
Reactant6-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)thieno[3,2-d]pyrimidin-4(3H)-oneHCID 58980895—
SolventDichloromethaneHCID 6344—
Product6-(4-chlorophenyl)-3-{3-methoxy-4-[(1-methyl-3-piperidinyl)methoxy]phenyl}thieno[3,2-d]pyrimidin-4(3H)-oneHCID 58980835—

Reaction Steps

A solution containing 6-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)thieno[3,2-d]pyrimidin-4(3H)-one (77 mg, 0.20 mmol, the preparation of which may be found in Example K1) and 3-(chloromethyl)-1-methylpiperidine (74 mg) was mixed with Cs2CO3 (261 mg, 0.80 mmol) and the resultant mixture was heated at 85° C. for 3 hours. The mixture was then cooled to room temperature, diluted with dichlormethane, washed with a saturated solution of NaHCO3 and brine, dried (MgSO4), and concentrated under reduced pressure. The resultant residue was purified by column chromatography to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285557B2
Source datasetuspto-grants-2007_10
ORD IDord-e7f9ea7ad6e842f5a3167c33f34df315
Source noteuspto-grants-2007_10