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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277773Generated: October 30, 2026

Water → HCID 59139351, compound

https://huagongshe.com/reaction/2277773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-BromopyrimidineHCID 78345—
ReactantHCID 86728491HCID 86728491—
SolventDimethylformamideHCID 6228—
ProductHCID 59139351HCID 5913935189.5%

Reaction Conditions

Temperature115 °C

Reaction Steps

Under a nitrogen atmosphere, 3-(3-fluoro-2-aminopyridin-4-ylmethyl)-7-hydroxy-4-methyl-2-oxo-2H-1-benzopyran methanesulfonate (7.6 g, 19.2 mmol) and 2-bromopyrimidine (4.0 g, 24.9 mmol) were dissolved in DMF (122 mL), potassium carbonate (5.8 g, 42.2 mmol) was added, and the mixture was stirred at 115° C. for 3.5 hours. The reaction mixture was cooled to 28° C., water (122 mL) was added dropwise over a period of 0.5 hours at that temperature, and the mixture was stirred for 2 minutes. The mixture was further cooled to 0° C. and stirred for 1 hour, and the precipitated crystals were collected by filtration. The obtained crystals were washed with water (61 mL) and acetonitrile (61 mL) in that order, and dried under reduced pressure to obtain the title compound as crystals (6.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133174B2
Source datasetuspto-grants-2015_09
ORD IDord-a0e0a7b9a6944913957d4f9d8ae42dc7
Source noteuspto-grants-2015_09