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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405974Generated: October 31, 2026

Cesium carbonate → HCID 58166473, compound

https://huagongshe.com/reaction/1405974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantChloromethyl pivalateHCID 87885—
ReactantHCID 178484257HCID 178484257—
SolventDimethylformamideHCID 6228—
ProductHCID 58166473HCID 58166473—

Reaction Steps

To DMF (3 mL) were added N′-(5-fluoro-2-hydroxypyrimidin-4-yl)-N,N-dimethylformamidine (100 mg, 0.54 mmol), cesium carbonate (196 mg, 0.6 mmol), and chloromethyl pivalate (90 mg, 0.6 mmol), and the mixture was shaken at room temperature for 16 h. The mixture was partitioned between EtOAc and H2O. The organic phase was dried over MgSO4, filtered, and evaporated. To the resultant crude oil Et2O (3.5 mL) was added and a precipitate formed which was collected by filtration. The title compound was isolated as a white solid (37 mg, 23%): mp 193-194° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.67 (s, 1H), 8.07 (d, J=6.3 Hz, 1H), 5.60 (s, 2H), 3.22 (s, 3H), 3.09 (s, 3H), 1.11 (s, 9H); ESIMS m/z 299 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916579B2
Source datasetuspto-grants-2014_12
ORD IDord-68c3476f5ab842ed9565ed3896f2bad3
Source noteuspto-grants-2014_12