Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401220Generated: November 1, 2026

Diisopropylethylamine → 6-({[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}amino)-4-pyrimidinecarbonitrile

https://huagongshe.com/reaction/2401220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloropyrimidine-4-carbonitrileHCID 22498881—
Reactant1H-Pyrrolo[2,3-b]pyridine-5-methanamine, 2-(trifluoromethyl)-HCID 67111459—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-({[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}amino)-4-pyrimidinecarbonitrileHCID 5135587021.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methanamine (Intermediate 5, 100 mg, 0.465 mmol), 6-chloro-4-pyrimidinecarbonitrile (Intermediate 8, 97 mg, 0.697 mmol) and DIPEA (0.162 mL, 0.929 mmol) were added together in N-methyl-2-pyrrolidone (2 mL) and the resulting mixture was heated at 100° C. for 2 hours and allowed to cool to room temperature. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was separated, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by MDAP. Product containing fractions were combined and evaporated under reduced pressure. The resulting solid was dried under high vacuum at 45° C. for 18 hours to give the title compound as an off-white solid (32 mg);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796283B2
Source datasetuspto-grants-2014_08
ORD IDord-0ce8d75243884b3893e832a498091fe2
Source noteuspto-grants-2014_08