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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666066Generated: October 30, 2026

Potassium Fluoride → 3-{3-Cyano-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-pyridin-2-ylamino}-N-methoxy-4-methyl-benzamide

https://huagongshe.com/reaction/1666066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium FluorideHCID 522689—
Reactant3-Amino-N-methoxy-4-methylbenzamideHCID 20767000—
Reactant2-Chloro-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-nicotinonitrileHCID 86588798—
SolventDimethyl SulfoxideHCID 679—
Product3-{3-Cyano-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-pyridin-2-ylamino}-N-methoxy-4-methyl-benzamideHCID 101346711%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-chloro-6-[(2,2-dimethyl-propyl)-amino]-5-fluoro-nicotinonitrile (150 mg, 0.62 mmol), 3-amino-N-methoxy-4-methyl-benzamide (150 mg, 0.83 mmol) and potassium fluoride (30 mg, 0.51 mmol) in DMSO (1 mL) was heated to 150° C. overnight. The reaction mixture was allowed to cool to room temp and then partitioned between water and ethyl acetate. The organic layer was dried (sodium sulfate) and concentrated under reduced pressure. The product (2.5 mg, 1%) was obtained after purification by silica gel chromatography with 30% EtOAc in hexane as eluent. C20H24FN5O2 MS m/e=386 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044040B2
Source datasetuspto-grants-2011_10
ORD IDord-a2f9e6e992e6404195f9334ff60cb11b
Source noteuspto-grants-2011_10