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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666069Generated: October 30, 2026

Triethylamine → 3-(3-Cyano-6-chloro-5-fluoro-pyridin-2-ylamino)-N-methoxy-4-methyl-benzamide

https://huagongshe.com/reaction/1666069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 2733849—
Reactant3-Amino-N-methoxy-4-methylbenzamideHCID 20767000—
SolventAcetonitrileHCID 6342—
Product3-(3-Cyano-6-chloro-5-fluoro-pyridin-2-ylamino)-N-methoxy-4-methyl-benzamideHCID 8658879921%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,6-dichloro-5-fluoro-nicotinonitrile (830 mg, 4.34 mmol), 3-amino-N-methoxy-4-methyl-benzamide (576 mg, 3.2 mmol) and triethylamine (0.5 mL) in acetonitrile (10 mL) was heated to 70° C. overnight. Then the solvent was removed under reduced pressure and the reaction mixture was partitioned between water and ethyl acetate. The organic layer was dried (sodium sulfate) and concentrated under reduced pressure. The product (220 mg, 21%) was isolated after purification by silica gel chromatography. C15H12ClFN4O2 MS m/e=335 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044040B2
Source datasetuspto-grants-2011_10
ORD IDord-e1a90b48b8c34391abc6b77bd1712b7c
Source noteuspto-grants-2011_10