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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557734Generated: October 31, 2026

Methanol → HCID 66738155, compound

https://huagongshe.com/reaction/557734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBroPHCID 2733179—
Reactanttert-Butyl 4-(4-aminophenyl)piperidine-1-carboxylateHCID 21940085—
ReactantHCID 57652025HCID 57652025—
SolventDichloromethaneHCID 6344—
ProductHCID 66738155HCID 66738155—

Reaction Steps

To 1-(2-chloro-phenyl)-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid described above (320 mg, 1.10 mmol) in methylene chloride (10 mL) was added bromotrispyrrolidinophosphonium hexafluorophosphate (770 mg, 1.65 mmol). The reaction was stirred for 10 minutes and then 4-(4-amino-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (320 mg, 1.10 mmol) followed by diisopropylethylamine (0.60 mL, 3.30 mmol) were added. The reaction was stirred at room temperature overnight. The crude mixture was diluted in methanol (100 mL), loaded onto silica gel and purified using Isco chromatography (eluting with ethyl acetate and hexanes) to give 4-(4-{[1-(2-chloro-phenyl)-3-trifluoromethyl-1H-pyrazole-carbonyl]-amino}-phenyl)-piperidine-1-carboxylic acid tert-butyl ester. The NMR spectrum obtained on the sample is compatible with its structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058299B2
Source datasetuspto-grants-2011_11
ORD IDord-b0d95f34ca5640efa757b7681a8267d1
Source noteuspto-grants-2011_11