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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280747Generated: October 31, 2026

Tert-Butylamine → HCID 295702, compound

https://huagongshe.com/reaction/2280747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
Reactant4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
ReactantDiisopropylethylamineHCID 81531—
SolventEthanolHCID 702—
ProductHCID 295702HCID 29570292%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate (3 g, 12.89 mmol), 2-methylpropan-2-amine (1.565 mL, 14.83 mmol) and DIEA (2.93 mL, 16.76 mmol) in ethanol (20 mL) was heated at 60° C. overnight. After cooling to room temperature, the solvent was concentrated under reduced pressure and water was added. The aqueous phase was extracted three times with ethyl acetate and the combined organic phases were dried over anhydrous magnesium sulfate, filtered and evaporated to give ethyl 4-(tert-butylamino)-2-(methylthio)pyrimidine-5-carboxylate (3.20 g, 11.86 mmol, 92% yield) as a colorless oil. MS (ESI) m/z. 269.5 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139534B2
Source datasetuspto-grants-2015_09
ORD IDord-9261017d598145909609e41feb9161a2
Source noteuspto-grants-2015_09