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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748678Generated: October 31, 2026

Triethylamine → 5-Methyl-N-{5-methyl-1-(pyrrolidin-1-ylcarbonyl)-6-[1,2,3,6-tetrahydropyridin-4-yl]pyridin-3-yl}-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/1748678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Pyrrolidinecarbonyl chlorideHCID 70937—
Reactant5-Methyl-N-[5-methyl-6-(1,2,3,6-tetrahydropyridin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamideHCID 86692538—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product5-Methyl-N-{5-methyl-1-(pyrrolidin-1-ylcarbonyl)-6-[1,2,3,6-tetrahydropyridin-4-yl]pyridin-3-yl}-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamideHCID 86692625—

Reaction Steps

Triethylamine (38 μl) and 1-pyrrolidinecarbonyl chloride (30 μl) were added to a mixture of 5-methyl-N-[5-methyl-6-(1,2,3,6-tetrahydropyridin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (100 mg) described in Reference Example 170 and dichloromethane (4.6 ml), and stirred at room temperature for six hours. Then, triethylamine (380 μl) and 1-pyrrolidinecarbonyl chloride (300 μl) were added and stirred at room temperature all night and all day. Triethylamine (95 μl) and water was added to the reaction solution, dichloromethane was evaporated in vacuo, and the precipitated solid was washed with ethanol to give the titled compound (99 mg) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-076b0496aef04de4b30139f251fb6ab2
Source noteuspto-grants-2015_10