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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271552Generated: October 31, 2026

Ethyl Acetate → HCID 59834698, compound

https://huagongshe.com/reaction/271552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant4,6-DichloropyrimidineHCID 70943—
ReactantHCID 59834672HCID 59834672—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 59834698HCID 5983469892%

Reaction Steps

To a solution of 7-(2,2-dimethyl-propyl)-6-hydroxymethyl-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (1.0 mmol) in THF (10 ml) is added NaH (1.2 mmol) at room temperature under nitrogen atmosphere. After 15 min stirring, 4,6-dichloropyrimidine (1.1 mmol) is added and the mixture is stirred at room temperature for 1 h. The reaction mixture is diluted with H2O and extracted with AcOEt. The organic extracts are dried over Na2SO4 and concentrated. The residue obtained is purified by column chromatography on silica gel to give the product in 92% yield. Rf=0.49 (AcOEt:n-hexane=1:2). 1H NMR(400 MHz, CDCl3) δ 1.05 (s, 9H), 4.26(s, 2H), 5.74(s, 2H), 6.83(s, 1H), 6.86(s, 1H), 8.62(s, 1H), 8.97(s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452886B2
Source datasetuspto-grants-2008_11
ORD IDord-7441487a13f1448497a9db43b5fc4202
Source noteuspto-grants-2008_11