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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472742Generated: November 1, 2026

Cyclopentylamine → N-(5-Chloro-2,4-dimethoxy-phenyl)-2-(3-cyclopentylcarbamoylmethyl-2-oxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamide

https://huagongshe.com/reaction/472742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentylamineHCID 2906—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant{1-[(5-Chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2-oxo-1,4-dihydro-2H-quinazolin-3-yl}-acetic acidHCID 59317691—
SolventDimethyl SulfoxideHCID 679—
ProductN-(5-Chloro-2,4-dimethoxy-phenyl)-2-(3-cyclopentylcarbamoylmethyl-2-oxo-3,4-dihydro-2H-quinazolin-1-yl)-acetamideHCID 59317677—

Reaction Steps

A solution of {1-[(5-chloro-2,4-dimethoxy-phenylcarbamoyl)-methyl]-2-oxo-1,4-dihydro-2H-quinazolin-3-yl}-acetic acid (Example 5-1) (20 mg, 0.046 mmol) in DMSO (1 ml) is treated with a solution of HATU (19.3 mg, 0.05 mmol) in DMSO (2 ml). The reaction mixture is then treated with cyclopentylamine (4.12 mg, 0.048 mmol) and the reaction left to stand at RT overnight. The reactions are analysed by HPLC/LCMS and concentrated in vacuo. The residue is taken up in DCM and washed with 1M HCl The organic phase is washed with saturated NaHCO3 and concentrated in vacuo to give the title compound; [M+H]+ 501

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633211B2
Source datasetuspto-grants-2014_01
ORD IDord-d08f9af85b174625986c9bd38fc82c06
Source noteuspto-grants-2014_01