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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524550Generated: October 25, 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/524550

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 numberUS09340544B2
Source datasetuspto-grants-2016_05
ORD IDord-1e3c51b7508942e8b0416dda08beb94d
Source noteuspto-grants-2016_05