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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055169Generated: November 2, 2026

4-Methylmorpholine → N-Benzyloxy-N-{1-[N'-(4-trifluoromethyl-pyrimidin-2-yl)-hydrazinocarbonyl]-cyclopentylmethyl}-formamide

https://huagongshe.com/reaction/2055169

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantHOAtHCID 181649—
Reactant2-Hydrazino-4-(trifluoromethyl)pyrimidineHCID 1268079—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-{[(Benzyloxy)(formyl)amino]methyl}cyclopentane-1-carboxylic acidHCID 71416985—
SolventDimethylformamideHCID 6228—
ProductN-Benzyloxy-N-{1-[N'-(4-trifluoromethyl-pyrimidin-2-yl)-hydrazinocarbonyl]-cyclopentylmethyl}-formamideHCID 8660647157%

Reaction Steps

To a mixture of 1-[(Benzyloxy-formyl-amino)-methyl]-cyclopentanecarboxylic acid (0.10 g, 0.36 mmol), 2-hydrazino-4-(trifluoromethyl)pyrimidine (0.10 g, 0.43 mmol), NMM (0.11 g, 1.08 mmol) and HOAt (0.059 g, 0.43 mmol) in DMF (2 mL) at room temperature was added 1-[3-(dimethylamino)-propyl]-3-ethylcarbodiimide hydrochloride (0.085 g, 0.43 mmol). After stirring at room temperature 18 h, the reaction mixture was then purified by preparative, reverse-phase HPLC to afford the title compound as a white solid (0.085 g, 57%). MH+438.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07332485B2
Source datasetuspto-grants-2008_02
ORD IDord-e450fe8d6bae461b9194caa733f08bc7
Source noteuspto-grants-2008_02