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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83516Generated: October 26, 2026

1-Hydroxybenzotriazole → HCID 71287832, compound

https://huagongshe.com/reaction/83516

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Oxopiperidine-3-carboxylic acidHCID 560090—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Phenyl-5-(3-propylphenyl)-1H-pyrazol-3-ylamineHCID 71287739—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 71287832HCID 7128783261.5%

Reaction Steps

To a solution of 1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-ylamine (56 mg) in tetrahydrofuran (1.5 ml) were sequentially added an optically active compound of 6-oxopiperidine-3-carboxylic acid (43 mg) synthesized in Preparation 7 (derived from the low-polarity component of 5-((R)-4-benzyl-2-oxoxazolidine-3-carbonyl)-1-(2,4-dimethoxybenzyl)piperidin-2-one), HOBt.H2O (46 mg) and WSC.HCl (58 mg), and the mixture was stirred at room temperature overnight. To this reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The separated organic layer was 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 (50 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846746B2
Source datasetuspto-grants-2014_09
ORD IDord-6003fbbf4e7d48478a365bde9ed191ca
Source noteuspto-grants-2014_09