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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276909Generated: October 30, 2026

Water → 6-chloro-N-(4-methoxyphenyl)pyridine-3-carboxamide

https://huagongshe.com/reaction/2276909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantP-AnisidineHCID 7732—
Reactant6-Chloronicotinoyl ChlorideHCID 2782165—
SolventPyridineHCID 1049—
Product6-chloro-N-(4-methoxyphenyl)pyridine-3-carboxamideHCID 148326960.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

6-Chloronicotinoyl chloride (35, 17.6 g, 100.0 mmol) was added to p-anisidine (33, 12.3 g, 100.0 mmol) dissolved in pyridine (150 mL) solution and the resulting reaction mixture was heated for 3 hours at 120° C. After cooling to room temperature and adding water, the produced gray precipitate was filtered and washed with 5% sodium bicarbonate aqueous solution. Then, the solvent was removed under reduced pressure to obtain the target compound 6-chloro-N-(4-methoxyphenyl)nicotinamide (37, 16.0 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133143B2
Source datasetuspto-grants-2015_09
ORD IDord-13e74a8e8a6c45c598dd839ee94399fe
Source noteuspto-grants-2015_09