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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905697Generated: October 28, 2026

P-Anisidine → HCID 67388964, compound

https://huagongshe.com/reaction/905697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
ReactantSodium BicarbonateHCID 516892—
ReactantPotassium FluorideHCID 522689—
Reactant4-(Benzylamino)-2-(methanesulfonyl)pyrimidine-5-carboxamideHCID 23071581—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67388964HCID 6738896424%

Reaction Conditions

Temperature95 °C

Reaction Steps

A 5 ml portion of NMP solution containing 300 mg of 4-benzylamino-2-(methylsulfonyl)pyrimidine-5-carboxamide was mixed with 122 mg of p-anisidine and 58 mg of potassium fluoride, followed by stirring at 90 to 100° C. for 21 hours. During this period, 58 mg of potassium fluoride was added three times. The reaction mixture was cooled down to room temperature, diluted with water, mixed with saturated sodium bicarbonate aqueous solution and then extracted with ethyl acetate. The organic layer was washed with saturated brine, and then the solvent was evaporated. The resulting residue was purified by a silica gel column chromatography (chloroform:methanol) and then recrystallized (methanol-THF) to obtain 82 mg of 4-benzylamino-2-[(4-methoxyphenyl)amino]pyrimidine-5-carboxamide as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012959B2
Source datasetuspto-grants-2011_09
ORD IDord-ee68f5f9bbb84651b13a5f58f5418765
Source noteuspto-grants-2011_09