4-(1-Pyrrolidinyl)piperidine → [5-Methyl-3-pyridin-4-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

HRID 1011977Notes

Reaction equation

HRID 1011977 reaction equation
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[N:5]=[C:4]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[C:3]=1[C:23](O)=[O:24].[N:26]1([CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH2:30][CH2:29][CH2:28][CH2:27]1>>[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:15])([F:14])[F:16])[CH:8]=2)[N:5]=[C:4]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[C:3]=1[C:23]([N:34]1[CH2:35][CH2:36][CH:31]([N:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)[CH2:32][CH2:33]1)=[O:24]

Participants

3

Reactant 2

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 673152345-methyl-3-pyridin-4-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid

Product 1

HCID 57555055[5-Methyl-3-pyridin-4-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanoneYield 12%

Procedure

In analogy to the procedure described in Example 160E], 5-methyl-3-pyridin-4-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid and 4-(1-pyrrolidinyl)piperidine gave the title compound as a light yellow oil (12%). MS: 484.1 (MH+).

Sources & evidence

ORD record
ord-c5b9c5eb19fb4e61b56277ce5c80cfc9
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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