Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401229Generated: October 31, 2026

Dimethyl Sulfoxide → N-(6-Chloro-4-pyrimidinyl)-2-(trifluoromethyl)-1H-indole-5-methanamine

https://huagongshe.com/reaction/2401229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant(2-(Trifluoromethyl)-1h-indol-5-yl)methanamineHCID 58126817—
SolventWaterHCID 962—
ProductN-(6-Chloro-4-pyrimidinyl)-2-(trifluoromethyl)-1H-indole-5-methanamineHCID 5135669974.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

{[2-(Trifluoromethyl)-1H-indol-5-yl]methyl}amine (Intermediate 34, 600 mg, 2.394 mmol), 4,6-dichloropyrimidine (357 mg, 2.394 mmol) and potassium carbonate (993 mg, 7.18 mmol) were added to DMSO (13 mL). The reaction mixture was heated in the microwave for 1.5 hours at 140° C. The LC/MS showed product. The reaction mixture was poured into water and extracted with ethyl acetate. Traces of water were removed with a phase separator and the solvent removed under reduced pressure to give the title compound (580 mg);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796283B2
Source datasetuspto-grants-2014_08
ORD IDord-1d5291ed946a4fca83592fbda4862b5d
Source noteuspto-grants-2014_08