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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696003Generated: October 31, 2026

Dimethylformamide → HCID 86651572, compound

https://huagongshe.com/reaction/1696003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantHCID 83103480HCID 83103480—
SolventWaterHCID 962—
ProductHCID 86651572HCID 8665157239.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

A scintillation vial equipped with a magnetic stirrer was added 4-(2-chloro-5-fluoropyrimidin-4-yl)-N-cyclopropylmorpholine-3-carboxamide (325 mg, 1.081 mmol), DMF (5 ml), Cs2CO3 (528 mg, 1.621 mmol). The reaction was stirred at 60° C. for 16 hours. The reaction solution was poured into water, extracted with ethyl acetate three times and the combined organic layers washed with sat. NaCl. The organic layers were dried with Na2SO4, filtered and dried in-vacuo to give a yellow solid. The crude material was washed with diethyl ether and filtered to afford 2-chloro-5-cyclopropyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (121 mg, 0.431 mmol, 39.9% yield) as a white solid. MS [M+H] found 281.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163755B2
Source datasetuspto-grants-2012_04
ORD IDord-414d4fc96cea41abab210cfd7d19e086
Source noteuspto-grants-2012_04