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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1518331Generated: October 30, 2026

p-Toluenesulfonic acid → 6-Chloro-9-isopropyl-9H-purine

https://huagongshe.com/reaction/1518331

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthyl orthoformateHCID 31214—
Reactant6-Chloro-N4-isopropylpyrimidine-4,5-diamineHCID 7147162—
Product6-Chloro-9-isopropyl-9H-purineHCID 414634—

Reaction Conditions

Temperature115 °C

Reaction Steps

Compound 52A (268 mg, 1.44 mmol), triethyl orthoformate (2.4 ml, 14.36 mmol) and para-toluenesulfonic acid (27.3 mg, 0.144 mmol) were combined and heated at 115° C. overnight. Precipitation occurred upon cooling to room temperature. The precipitate was collected via filtration, rinsed with diethyl ether and dried under reduced pressure to yield the title compound 52B: 1H NMR (300 MHz, DMSO-d6) δ ppm 8.81 (1H, s), 8.78 (1H, s), 4.89 (1H, m), 1.58 (6H, d).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232273B2
Source datasetuspto-grants-2012_07
ORD IDord-d25d24ee366342508d893b1681f020ec
Source noteuspto-grants-2012_07