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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446303Generated: October 26, 2026

Trifluoroacetic acid → [4-(2-Chloro-pyridin-3-yl)-5-fluoro-pyrimidin-2-yl]-methyl-amine

https://huagongshe.com/reaction/446303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantPotassium CarbonateHCID 11430—
ReactantMethylamine hydrochlorideHCID 6364545—
Reactant2-Chloro-4-(2-chloro-pyridin-3-yl)-5-fluoro-pyrimidineHCID 77230203—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product[4-(2-Chloro-pyridin-3-yl)-5-fluoro-pyrimidin-2-yl]-methyl-amineHCID 86602592—

Reaction Conditions

Temperature55 °C

Reaction Steps

To 2-chloro-4-(2-chloro-pyridin-3-yl)-5-fluoro-pyrimidine (178 mg, 0.73 mmol) and methylamine hydrochloride (74 mg, 1.1 mmol) was added K2CO3 (202 mg, 1.46 mmol) and DMSO (1.5 mL). The mixture was heated overnight in a sealed tube at 55° C. The mixture was cooled to RT, diluted with EtOAc and water, then neutralized with TFA (pH˜6-7). The organic layer was washed several times with water, dried over Na2SO4, filtered and concentrated to yield [4-(2-chloro-pyridin-3-yl)-5-fluoro-pyrimidin-2-yl]-methyl-amine. MS m/z=239 [M+1]+. Calc'd for C10H8ClFN4: 238.65.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476434B2
Source datasetuspto-grants-2013_07
ORD IDord-327793db00bf420f97f1eaa155c98f84
Source noteuspto-grants-2013_07