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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010845Generated: October 30, 2026

Ammonia → 4-[2-(5-Chloro-2-fluoro-phenyl)-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino]-nicotinamide

https://huagongshe.com/reaction/1010845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant4-[2-(5-Chloro-2-fluoro-phenyl)-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino]-nicotinic acidHCID 21104329—
SolventDimethylformamideHCID 6228—
Product4-[2-(5-Chloro-2-fluoro-phenyl)-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino]-nicotinamideHCID 11589655—

Reaction Conditions

Temperature70 °C

Reaction Steps

A suspension of 4-[2-(5-Chloro-2-fluoro-phenyl)-6,6-dimethyl-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino]-nicotinic acid (25 mg, 60.56 μmol) and carbonyl-diimidazole (20 mg, 121.11 μmol) in dry DMF (3 mL) was heated at 70° C. for 1 h and then cooled to r.t. A stream of NH3 gas was passed through the solution for 30 min., giving clean conversion to the amide product. Evaporation of the solution, followed by HPLC purification gave, after lyophilization, the pure amide of formula (62) as the TFA salt (20 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977342B2
Source datasetuspto-grants-2011_07
ORD IDord-bdddec3cecf04be8a84e27ca761f0899
Source noteuspto-grants-2011_07