Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984877Generated: October 30, 2026

Water → ethyl 2-[N-ethyl-N-(3,5-di-tert-butylphenyl)amino]pyrimidine-5-carboxylate

https://huagongshe.com/reaction/984877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
ReactantHCID 22509303HCID 22509303—
SolventDimethylformamideHCID 6228—
Productethyl 2-[N-ethyl-N-(3,5-di-tert-butylphenyl)amino]pyrimidine-5-carboxylateHCID 2250930199%

Reaction Steps

Ethyl 2-[N-(3,5-di-tert-butylphenyl)amino]pyrimidine-5-carboxylate (50 mg) was dissolved in dry DMF (2 ml), and the solution was added with a suspension of NaH (45 mg) in DMF (1 ml). The mixture was then added with ethyl iodide (0.3 ml) and stirred. After the disappearance of the materials was observed with TLC, the reaction mixture was poured into water, and extracted with CH2Cl2. The organic layer was dried over Na2SO4, and the solvent was evaporated. The residue was purified by silica gel flash column chromatography (n-hexane: AcOEt=10:1) to obtain white crystals of ethyl 2-[N-ethyl-N-(3,5-di-tert-butylphenyl)amino]pyrimidine-5-carboxylate (53 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869959B1
Source datasetuspto-grants-2005_03
ORD IDord-68b2f77c53e9480dba8c68a790c641a7
Source noteuspto-grants-2005_03