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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83492Generated: October 30, 2026

1-Hydroxybenzotriazole → HCID 71510275, compound

https://huagongshe.com/reaction/83492

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Phenyl-5-(3-(trifluoromethoxy)phenyl)-1H-pyrazol-3-ylamineHCID 71287730—
Reactant(3R,4R)-4-Methyl-5-oxopyrrolidine-3-carboxylic AcidHCID 86680348—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 71510275HCID 7151027557.3%

Reaction Steps

To a solution of 1-phenyl-5-(3-(trifluoromethoxy)phenyl)-1H-pyrazol-3-ylamine (79 mg) in N,N-dimethylformamide (0.8 ml) were sequentially added (3R,4R)-4-methyl-5-oxopyrrolidine-3-carboxylic acid (46 mg) prepared in Preparation 1, HOBt.H2O (57 mg) and WSC.HCl (71 mg), and the mixture was stirred at room temperature for 2 hours. To this reaction solution were added water and a saturated aqueous solution of sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The separated organic layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel thin-layer chromatography (eluent: chloroform/methanol=10/1) to give the titled compound (63 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846746B2
Source datasetuspto-grants-2014_09
ORD IDord-059f61f92b154ebd94a1d7041508eeb3
Source noteuspto-grants-2014_09