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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465982Generated: October 31, 2026

Diisopropylethylamine → 6-((1R*,2R*)-2-Hydroxycyclohexylamino)-5-methyl-3-(phenylamino)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

https://huagongshe.com/reaction/1465982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantCyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)-HCID 12228412—
ReactantHCID 178480563HCID 178480563—
SolventDimethylformamideHCID 6228—
Product6-((1R*,2R*)-2-Hydroxycyclohexylamino)-5-methyl-3-(phenylamino)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-oneHCID 17848128364.7%

Reaction Steps

A solution of 6-chloro-5-methyl-3-(phenylamino)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one (75.8 mg, 0.275 mmol), trans-2-amino-cyclohexanol hydrochloride (83.4 mg, 0.55 mmol) and DIPEA (144 μL, 0.825 mmol) in DMF (3 mL) is heated at 110° C. overnight. The reaction mixture is evaporated to remove DMF under reduced pressure. The residue is then purified by chromatography to give 63.1 mg product (Yield: 64.7%). MS (ESI) m/z 355.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000001B2
Source datasetuspto-grants-2015_04
ORD IDord-2ff521b9d17445d084e3ad7b41bb37cf
Source noteuspto-grants-2015_04