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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694853Generated: October 31, 2026

Diisopropylethylamine → butyl [3-({4-[2-anilino-1-(anilinocarbonyl)-2-oxoethyl]benzoyl}amino)-1-phenyl-1H-pyrazol-4-yl]carbamate

https://huagongshe.com/reaction/1694853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl (3-Amino-1-phenyl-1H-pyrazol-4-yl)carbamateHCID 57717456—
Reactant4-[2-Anilino-1-(anilinocarbonyl)-2-oxoethyl]benzoic acidHCID 59376461—
Reactant(1H-1,2,3-benzotriazol-1-yloxy)(triisopropyl)phosphonium hexafluorophosphateHCID 86626029—
SolventDichloromethaneHCID 6344—
Productbutyl [3-({4-[2-anilino-1-(anilinocarbonyl)-2-oxoethyl]benzoyl}amino)-1-phenyl-1H-pyrazol-4-yl]carbamateHCID 86642884—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-[2-anilino-1-(anilinocarbonyl)-2-oxoethyl]benzoic acid (0.3 g, 0.8 mmol), tert-butyl (3-amino-1-phenyl-1H-pyrazol-4-yl)carbamate (0.28 g, 1.0 mmol) and N,N-diisopropylethylamine (0.11 g, 0.88 mmol) in methylene chloride (5 mL) was added (1H-1,2,3-benzotriazol-1-yloxy)(triisopropyl)phosphonium hexafluorophosphate (0.53 g, 1.2 mmol). The reaction vessel was sealed and heated to 60° C. for 16 hours. The product was purified by flash chromatography (0-3% methanol/methylene chloride) to give crude ten-butyl [3-({4-[2-anilino-1-(anilinocarbonyl)-2-oxoethyl]benzoyl}amino)-1-phenyl-1H-pyrazol-4-yl]carbamate as a white solid. ESIMS calcd 631.3 (M++H), found 631.2 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158825B2
Source datasetuspto-grants-2012_04
ORD IDord-96be8ccb743b4ea1a8f3ea94abd21b82
Source noteuspto-grants-2012_04