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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474048Generated: October 30, 2026

1-Propanol → Pyrazolo[1,5-a]pyridin-2-ylmethanol

https://huagongshe.com/reaction/1474048

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PropanolHCID 1031—
ReactantImidazole-1-carbothioic acid (2-imino-2H-pyridin-1-yl)-amideHCID 15334493—
Reactant2-Chloromethyl-1-methyl-4-phenyl-1H-imidazoleHCID 59151228—
ProductPyrazolo[1,5-a]pyridin-2-ylmethanolHCID 1266957562%

Reaction Steps

An adaptation of the method described in WO 96/01826 was used. Imidazole-1-carbothioic acid (2-imino-2H-pyridin-1-yl)-amide (200 mg, 1.37 mmol) and 2-chloromethyl-1-methyl-4-phenyl-1H-imidazole 6 (300 mg, 1.46 mmol) were dissolved in 1-propanol (25 mL) and the mixture was heated to reflux for 2 hours. The solvent was removed under reduced pressure and the residue dissolved in dichloromethane. The solution was washed with water and the organic layer was dried over Na2SO4 and concentrated. The residue was purified by chromatography on silica gel to afford the title compound (273 mg, 62%) as a yellow solid. LC-MS: m/z=322.1 (MH+), tR=2.29 min, method B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018217B2
Source datasetuspto-grants-2015_04
ORD IDord-5974b022c14944089161837bbf37db24
Source noteuspto-grants-2015_04