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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692764Generated: 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/1692764

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 numberUS08158626B2
Source datasetuspto-grants-2012_04
ORD IDord-ac8f9b694e194b579994362959c9fbda
Source noteuspto-grants-2012_04