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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2055186Generated: November 1, 2026

4-Methylmorpholine → N-benzyloxy-N-{4,4-dimethyl-1-[N'-(4-trifluoromethyl-pyrimidin2-yl)-hydrazinocarbonyl]-cyclohexylmethyl}-formamide

https://huagongshe.com/reaction/2055186

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]-4,4-dimethyl-cyclohexanecarboxylic acidHCID 86606477—
SolventDimethylformamideHCID 6228—
ProductN-benzyloxy-N-{4,4-dimethyl-1-[N'-(4-trifluoromethyl-pyrimidin2-yl)-hydrazinocarbonyl]-cyclohexylmethyl}-formamideHCID 8660647874%

Reaction Steps

To a mixture of 1-[(benzyloxy-formyl-amino)-methyl]-4,4-dimethyl-cyclohexanecarboxylic acid (0.10 g, 0.31 mmol), 2-hydrazino-4-(trifluoromethyl)pyrimidine (0.067 g, 0.37 mmol), NMM (0.095 g, 0.93 mmol) and HOAt (0.05 g, 0.37 mmol) in DMF (1 mL) at room temperature was added 1-[3-(dimethylamino)-propyl]-3-ethylcarbodiimide hydrochloride (0.072 g, 0.37 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 (0.11 g, 74%). MH+480.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07332485B2
Source datasetuspto-grants-2008_02
ORD IDord-3021dca61fb34b9fb6f82a227f300e9b
Source noteuspto-grants-2008_02