Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229753Generated: October 30, 2026

Pyridine → HCID 70171875, compound

https://huagongshe.com/reaction/2229753

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantN-Acetyl-2'-deoxy-2'-fluorocytidineHCID 22094552—
ReactantDimethoxytrityl chlorideHCID 66624882—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventMethanolHCID 887—
ProductHCID 70171875HCID 70171875—

Reaction Steps

4 mmol of 4-N-acetyl-2′-fluoro-2′-deoxycytidine are taken up in 25 ml of abs. pyridine in a 100 ml Schlenk flask and, at room temperature, 1.3 g (about 4.4 mmol) of dimethoxytrityl chloride and 20 mg of 4-dimethylaminopyridine are added. After three hours, 1 ml of methanol was added to the mixture, which was then evaporated to dryness in vacuo. The remaining oil is taken up in 50 ml of methylene chloride (deacidified over aluminum oxide) and extracted three times with 50 ml of water. The organic phase is dried over sodium sulfate. After the methylene chloride had been stripped off, the crude product remained as solid foam. The crude product is purified by chromatography on silica gel 60H (column 2×20 cm, mobile phase methylene chloride with 0.1% pyridine, gradient methanol). The product was eluted with 3% methanol in methylene chloride. After the solvent has been stripped off, 1.39 g (59% of theory) of a white foamy solid remain.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420546B1
Source datasetuspto-grants-2002_07
ORD IDord-19559ed652ea4cafbd131193eceb8dcb
Source noteuspto-grants-2002_07