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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946031Generated: November 3, 2026

Trimethyl phosphite → dimethyl (2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methylphosphonate

https://huagongshe.com/reaction/1946031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl phosphiteHCID 8472—
Reactant4-(8-(bromomethyl)-2-chloro-9-methyl-9H-purin-6-yl)morpholineHCID 59603481—
Productdimethyl (2-chloro-9-methyl-6-morpholino-9H-purin-8-yl)methylphosphonateHCID 5960525076.5%

Reaction Steps

A mixture of 4-(8-(bromomethyl)-2-chloro-9-methyl-9H-purin-6-yl)morpholine (0.25 g, 0.72 mmol) and trimethylphosphite (4.0 mL, 34 mmol) was stirred at 120 degree for 1.25 hours. The resulting suspension was partitioned between water and dichloromethane. The aqueous layer was neutralized and extracted again with dichloromethane. The organic extracts were washed with water, dried over MgSO4, filtered and concentrated. The crude product was purified by flash chromatography (0-5% methanol in DCM) to give the title compound (207 mg, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394796B2
Source datasetuspto-grants-2013_03
ORD IDord-86564df458094725a56e6933b8e1611e
Source noteuspto-grants-2013_03