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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281452Generated: October 25, 2026

1,4-Diaminocyclohexane → 1-(4-(4-(4-(4-aminocyclohexylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone

https://huagongshe.com/reaction/2281452

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DiaminocyclohexaneHCID 18374—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(4-(4-(4-(methylsulfinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanoneHCID 69023141—
SolventDimethyl SulfoxideHCID 679—
Product1-(4-(4-(4-(4-aminocyclohexylamino)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanoneHCID 5799039013.1%

Reaction Conditions

Temperature116 °C

Reaction Steps

To a solution of 1-(4-(4-(4-(methylsulfinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone (34 mg, 0.085 mmol) in DMSO (1 mL), 1,4-diaminocyclohexane (cis and trans mixture, 35 mg, 0.31 mmol) and diisopropylethylamine (0.060 mL, 0.35 mmol) were added. The mixture was heated at 116° C. overnight. It was then purified by HPLC to give the titled compound (5 mg). MS 449.3 (M+H); UV 208.5, 265.1, 305.5 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-fc7f0ffe633449d2ba4c3cd070666f80
Source noteuspto-grants-2015_09