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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365787Generated: October 27, 2026

Methyl iodide → 4-(5-Chloro-2-(2-methoxypropan-2-yl)thiazolo[5,4-d]pyrimidin-7-yl)morpholine

https://huagongshe.com/reaction/1365787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant2-(5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidin-2-yl)propan-2-olHCID 57685420—
SolventDimethylformamideHCID 6228—
Product4-(5-Chloro-2-(2-methoxypropan-2-yl)thiazolo[5,4-d]pyrimidin-7-yl)morpholineHCID 86630067—

Reaction Steps

2-(5-Chloro-7-morpholinothiazolo[5,4-d]pyrimidin-2-yl)propan-2-ol 68 (175 mg) was cooled in DMF to 0° C. and then NaH was added at once. The reaction was allowed to warm to room temperature and stirred several minutes before addition of methyl iodide. Reaction was stirred several hours and monitored by LC-MS until complete. Ethyl acetate was added and the solution was extracted with saturated bicarbonate solution. Organic was collected and dried, filtered and concentrated to get crude 4-(5-chloro-2-(2-methoxypropan-2-yl)thiazolo[5,4-d]pyrimidin-7-yl)morpholine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893059B2
Source datasetuspto-grants-2011_02
ORD IDord-cff83eda189f4c1a97836a9b0acfb420
Source noteuspto-grants-2011_02