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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401221Generated: October 31, 2026

Diisopropylethylamine → 6-(1,1-Dimethylethyl)-N-{[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}-4-pyrimidinamine

https://huagongshe.com/reaction/2401221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-6-(1,1-dimethylethyl)pyrimidineHCID 4289243—
Reactant1H-Pyrrolo[2,3-b]pyridine-5-methanamine, 2-(trifluoromethyl)-HCID 67111459—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-(1,1-Dimethylethyl)-N-{[2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methyl}-4-pyrimidinamineHCID 5135587113.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

1-[2-(Trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]methanamine (Intermediate 5, 75 mg, 0.349 mmol), 4-chloro-6-(1,1-dimethylethyl)pyrimidine (Intermediate 10, 89 mg, 0.523 mmol) and DIPEA (0.122 mL, 0.697 mmol) were added together in N-methyl-2-pyrrolidone (2 mL) and the resulting mixture was heated at 120° 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 a white solid (17 mg);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796283B2
Source datasetuspto-grants-2014_08
ORD IDord-f723faa7b6244bac9c5f292e8fbbbd03
Source noteuspto-grants-2014_08