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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747678Generated: November 2, 2026

Sodium Hydroxide → 4-chloro-6-(1-naphthyl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/1747678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-chloro-6-(1-naphthyl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 86618734—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-chloro-6-(1-naphthyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 8661873569.1%

Reaction Steps

To a stirred solution of 4-chloro-6-(1-naphthyl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (350 mg, 0.73 mmol) in THF (2.50 mL) was added a solution of NaOH (205 mg, 5.13 mmol) in methanol (1.19 mL), and the mixture was stirred for 15 minutes. After quenching by addition of saturated NH4Cl solution (80.0 mL), the mixture was extracted with ethyl acetate (3×100 mL). The organic layers were combined, dried over MgSO4, filtered, and evaporated under vacuum. The residue was dissolved in a small amount of methanol, and the suspension was filtered through a glass pad filter. The white solid was dried under high to afford the title compound (141 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150525B2
Source datasetuspto-grants-2015_10
ORD IDord-faa6c5d6e4434bbbbc7711f5522684f1
Source noteuspto-grants-2015_10