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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809275Generated: November 3, 2026

Ethanol → (4-Chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)pyrazol-1-yl]-9H-purin-6-yl}-amine

https://huagongshe.com/reaction/1809275

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant(4-Chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)amineHCID 59293633—
Reactant4-(Tetrahydro-pyran-2-yloxy)-but-3-yn-2-oneHCID 66616302—
Product(4-Chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)pyrazol-1-yl]-9H-purin-6-yl}-amineHCID 5932225812%

Reaction Steps

4-(Tetrahydro-pyran-2-yloxy)-but-3-yn-2-on (824 mg, 4.5 mmol) and (4-chloro-phenyl)-(2-hydrazino-9-methyl-9H-purin-6-yl)-amine (1.5 g, 5.2 mmol) were dissolved in ethanol (30 mL) and heated at reflux for 24 hours. The reaction mixture was concentrated in vacuo. The crude product was purified by flash chromatography (dichloromethane/methanol/ammonia) to give (4-chloro-phenyl)-{9-methyl-2-[3-methyl-5-(tetrahydro-pyran-2-yloxymethyl)-pyrazol-1-yl]-9H-purin-6-yl}-amine (240 mg, 12%) as an yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362024B2
Source datasetuspto-grants-2013_01
ORD IDord-90ee272098dc4974a1e7f64a7d603e16
Source noteuspto-grants-2013_01