Pyridine → 5-Methyl-N-{5-methyl-6-[1-(2-methylpropanoyl)piperidin-4-yl]pyridin-3-yl}-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

HRID 1748682Notes

Reaction equation

[CH3:1][CH:2]([CH3:6])[C:3](Cl)=[O:4].[CH3:7][C:8]1[N:12]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][N:14]=2)[N:11]=[CH:10][C:9]=1[C:23]([NH:25][C:26]1[CH:27]=[N:28][C:29]([CH:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[C:30]([CH3:32])[CH:31]=1)=[O:24].N1C=CC=CC=1.C(N(CC)CC)C>C(O)C.O>[CH3:7][C:8]1[N:12]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:21])([F:22])[F:20])=[CH:15][N:14]=2)[N:11]=[CH:10][C:9]=1[C:23]([NH:25][C:26]1[CH:27]=[N:28][C:29]([CH:33]2[CH2:34][CH2:35][N:36]([C:3](=[O:4])[CH:2]([CH3:6])[CH3:1])[CH2:37][CH2:38]2)=[C:30]([CH3:32])[CH:31]=1)=[O:24]

Participants

Conditions

Temperature: 40 °C

Procedure

2-Methylpropanoylchloride (79 μl) was added to a mixture of 5-methyl-N-[5-methyl-6-(piperidin-4-yl)pyridin-3-yl]-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (222 mg) described in Reference Example 171 and pyridine (2.5 ml), and stirred at 40° C. for five hours. Triethylamine (350 μl), water and ethanol were added to the reaction solution, and the precipitated solid was washed with water to give the titled compound (220 mg) as a white solid.

Workup

washthe precipitated solid was washed with water

Sources & evidence

ORD record: ord-c7ad1d0cd07a4315a5626b736fd3f7cb
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150555B2

Reaction notes

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