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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028427Generated: November 2, 2026

Water → Tert-butyl 4-{6-[5-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylaminocarbonyl)-2-methyl-phenoxy]-pyrimidin-4-carbonyl}-piperazine-1-carboxylate

https://huagongshe.com/reaction/1028427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantN-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-3-hydroxy-4-methyl-benzamideHCID 67217566—
ReactantTert-butyl 4-(6-chloro-pyrimidin-4-carbonyl)-piperazine-1-carboxylateHCID 86664519—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 4-{6-[5-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylaminocarbonyl)-2-methyl-phenoxy]-pyrimidin-4-carbonyl}-piperazine-1-carboxylateHCID 67491403—

Reaction Steps

75 mg potassium-tert-butoxide are added at ambient temperature under an argon atmosphere to 225 mg N-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-3-hydroxy-4-methyl-benzamide in 3 ml N,N-dimethylformamide. After ten minutes 210 mg tert-butyl 4-(6-chloro-pyrimidin-4-carbonyl)-piperazine-1-carboxylate are added, and the reaction mixture is stirred for six days at ambient temperature. For working up the reaction mixture is mixed with water and extracted with ethyl acetate. The combined ethyl acetate extracts are washed with saturated sodium chloride solution, dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (50:50→20:80).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735579B2
Source datasetuspto-grants-2014_05
ORD IDord-cf6d5fae88ff49abaf59cd266d92e098
Source noteuspto-grants-2014_05