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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876888Generated: November 3, 2026

Acetic Acid → 3-cyclopentyl-3-[4-(2-{[4-(2-pyrrolidin-1-ylethoxy)phenyl]amino}pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile

https://huagongshe.com/reaction/1876888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-(2-(Pyrrolidin-1-yl)ethoxy)anilineHCID 6493749—
Reactant3-(4-(2-chloropyrimidin-4-yl)-1H-pyrazol-1-yl)-3-cyclopentylpropanenitrileHCID 86637288—
Product3-cyclopentyl-3-[4-(2-{[4-(2-pyrrolidin-1-ylethoxy)phenyl]amino}pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrileHCID 58014513—

Reaction Steps

A mixture of 3-[4-(2-chloropyrimidin-4-yl)-1H-pyrazol-1-yl]-3-cyclopentylpropanenitrile (prepared according to the procedure described in Example 33, Step 2; 0.030 g, 0.000099 mol) and 4-(2-pyrrolidin-1-ylethoxy)aniline (0.0308 g, 0.000149 mol) in acetic acid (0.7 mL, 0.01 mol) was refluxed overnight. After being evaporated to dryness, the residue was diluted with EtOAc, washed with aqueous sodium bicarbonate, brine, dried, and concentrated. The residue was applied on RP-HPLC to obtain the desired product as a racemic mixture (free base). LCMS (M+H) 472.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309718B2
Source datasetuspto-grants-2012_11
ORD IDord-6a8c111bd6fe4680b1f74623ef0e296a
Source noteuspto-grants-2012_11