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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896423Generated: October 31, 2026

Thionyl Chloride → 3-(Chloromethyl)-6-methyl-2-phenylpyrazolo[1,5-a]pyrimidine

https://huagongshe.com/reaction/1896423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(6-Methyl-2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)methanolHCID 57743005—
SolventTolueneHCID 1140—
Product3-(Chloromethyl)-6-methyl-2-phenylpyrazolo[1,5-a]pyrimidineHCID 57743008—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (6-methyl-2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)methanol x143 (2.4 mmol, 1 eq, 0.58 g) in toluene (20 ml) is added thionyl chloride (4.8 mmol, 2 eq, 353 μ□l). The mixture is heated at 80° C. for 2 hours. The resulting mixture is cooled down to room temperature and the solvent removed under reduced pressure to afford 3-(chloromethyl)-6-methyl-2-phenylpyrazolo[1,5-a]pyrimidine x146, to which 5 ml of dry DMF are added.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518943B2
Source datasetuspto-grants-2013_08
ORD IDord-e71d1408418f4868a1f2a5dc8ca963c6
Source noteuspto-grants-2013_08