Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748590Generated: October 25, 2026

Water → N-[6-(1-tert-butyloxycarbonylpiperidin-4-yl)-5-methylpyridin-3-yl]-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/1748590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-(5-Amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl esterHCID 86692540—
Reactant5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxylic acid chlorideHCID 89734997—
SolventPyridineHCID 1049—
ProductN-[6-(1-tert-butyloxycarbonylpiperidin-4-yl)-5-methylpyridin-3-yl]-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamideHCID 8669254285.1%

Reaction Steps

To a solution of 4-(5-amino-3-methylpyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester (4.4 g) in pyridine (50 ml) was added 5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxylic acid chloride (5.16 g) described in Reference Example 180 at 0° C., and stirred at room temperature for 1 hour. To the reaction solution was added triethylamine (6.33 ml), then water was added thereto, and the precipitated solid was washed with water and ethyl acetate to give N-[6-(1-tert-butyloxycarbonylpiperidin-4-yl)-5-methylpyridin-3-yl]-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (7.0 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-7a5a29e7b6f540288529b4e39bff47d9
Source noteuspto-grants-2015_10