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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222250Generated: October 31, 2026

Ammonia → 5-Pyrimidinecarboxylic acid, 4-amino-2-(methylthio)-, ethyl ester

https://huagongshe.com/reaction/2222250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product5-Pyrimidinecarboxylic acid, 4-amino-2-(methylthio)-, ethyl esterHCID 22266666%

Reaction Steps

To a stirred solution of ethyl 4-chloro-2-methylsulfanyl-5-pyrimidinecarboxylate (4.50 g, 19.4 mmol) in MeOH is added 7 N NH3 (13.9 mL) in MeOH at 0° C. and the mixture is stirred for 2 h at room temperature. The reaction mixture is diluted with EtOAc and washed with saturated NaHCO3 solution. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is crystrallized from the mixed solvent of EtOAc and hexanes to give 2.90 g (66%) of ethyl 4-amino-2-methylsulfanyl-5-pyrimidinecarboxylate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371750B2
Source datasetuspto-grants-2008_05
ORD IDord-a2fa4cedd52040bea84b064a7de31521
Source noteuspto-grants-2008_05