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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403120Generated: October 30, 2026

Water → HCID 86686754, compound

https://huagongshe.com/reaction/1403120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl (2-amino-4-methylphenyl)carbamateHCID 43259037—
SolventDimethylacetamideHCID 31374—
ProductHCID 86686754HCID 8668675451.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

4,6-Dichloro-2-(methylsulfanyl)pyrimidine (50 mg) and tert-butyl (2-amino-4-methylphenyl)carbamate (57 mg) were dissolved in dimethylacetamide (250 μL), and N,N-diisopropyl ethylamine (69 μL) was added thereto, followed by stirring at 100° C. for 7 hours. After the completion of the reaction, the mixture was cooled to room temperature, and water was added thereto, followed by extraction with ethyl acetate. The extracts were washed with saturated brine, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane) to obtain a desired compound tert-butyl (2-{[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]amino}-4-methylphenyl)carbamate (50 mg) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912180B2
Source datasetuspto-grants-2014_12
ORD IDord-dc0d485005954c8dabda5dba7dded3e7
Source noteuspto-grants-2014_12