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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295875Generated: October 30, 2026

Dimethylformamide → 8-Chloro-2-(3-methoxyphenyl)imidazo[1,2-alpha]pyridine-3-carbaldehyde

https://huagongshe.com/reaction/1295875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant8-Chloro-2-(3-methoxyphenyl)imidazo[1,2-a]pyridineHCID 11368927—
SolventWaterHCID 962—
Product8-Chloro-2-(3-methoxyphenyl)imidazo[1,2-alpha]pyridine-3-carbaldehydeHCID 8788600499%

Reaction Steps

N,N-Dimethylformamide (30 mL) was cooled to 0° C. and treated with phosphorous oxychloride (1.08 mL, 11.6 mmol). After the addition was complete, the mixture was warmed to room temperature and stirred for 10 minutes. To this was added 8-chloro-2-(3-methoxyphenyl)imidazo[1,2-α]pyridine (2.0 g, 7.75 mmol) and the resulting solution was stirred for 48 hours. Water was added to the reaction. The solids were then filtered and azeoptroped with methanol to give 8-chloro-2-(3-methoxyphenyl)imidazo[1,2-α]pyridine-3-carbaldehyde (2.2 g, 99%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244740B2
Source datasetuspto-grants-2007_07
ORD IDord-ba6f3d7ec6fc4c169be6b519d176d2ab
Source noteuspto-grants-2007_07