5-Cyclopropyl-3-methyl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid → [5-Cyclopropyl-3-methyl-1-(3-trifluoromethyl-phenyl)-1H-pyrazol-4-yl]-((trans)-2-hydroxymethyl-4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

HRID 1012009Notes

Reaction equation

HRID 1012009 reaction equation
[CH:1]1([C:4]2[N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=3)[N:7]=[C:6]([CH3:19])[C:5]=2[C:20]([OH:22])=O)[CH2:3][CH2:2]1.Cl.Cl.[N:25]1([C@@H:30]2[CH2:35][CH2:34][NH:33][C@@H:32]([CH2:36][OH:37])[CH2:31]2)[CH2:29][CH2:28][CH2:27][CH2:26]1>>[CH:1]1([C:4]2[N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:17])([F:16])[F:18])[CH:10]=3)[N:7]=[C:6]([CH3:19])[C:5]=2[C:20]([N:33]2[CH2:34][CH2:35][C@@H:30]([N:25]3[CH2:26][CH2:27][CH2:28][CH2:29]3)[CH2:31][C@@H:32]2[CH2:36][OH:37])=[O:22])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 673145935-Cyclopropyl-3-methyl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acidHCID 67315091trans-(4-Pyrrolidin-1-yl-piperidin-2-yl)-methanol dihydrochloride

Product 1

HCID 67314130[5-Cyclopropyl-3-methyl-1-(3-trifluoromethyl-phenyl)-1H-pyrazol-4-yl]-((trans)-2-hydroxymethyl-4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

Procedure

The title compound was prepared from 5-cyclopropyl-3-methyl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid (Example 181A) and trans-(4-pyrrolidin-1-yl-piperidin-2-yl)-methanol dihydrochloride (example 193B) in direct analogy to the general procedure used in example 150. MS: 477.2 (MH+).

Sources & evidence

ORD record
ord-ea7b9da7aaa34fcc8cd8c4fc437212c3
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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