5-Cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine → 5-methyl-2H-pyrazole-3-carboxylic acid [5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-amide

HRID 1253779Notes

Reaction equation

HRID 1253779 reaction equation
[CH:1]1([C:6]2[CH:7]=[C:8]([NH2:18])[CH:9]=[N:10][C:11]=2[O:12][CH2:13][C:14]([F:17])([F:16])[F:15])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:19][C:20]1[CH:21]=[C:22]([C:25](O)=[O:26])[NH:23][N:24]=1>>[CH:1]1([C:6]2[CH:7]=[C:8]([NH:18][C:25]([C:22]3[NH:23][N:24]=[C:20]([CH3:19])[CH:21]=3)=[O:26])[CH:9]=[N:10][C:11]=2[O:12][CH2:13][C:14]([F:15])([F:16])[F:17])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 712941725-Cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamineHCID 178427254HCID 178427254, compound

Product 1

HCID 1784269835-methyl-2H-pyrazole-3-carboxylic acid [5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-yl]-amideYield 27.1%

Procedure

This compound was prepared following the same procedure as described for Example 3 using 5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine (Example 1c) (100 mg, 0.33 mmol) and 5-methyl-2H-pyrazole-3-carboxylic acid (41.6 mg, 0.33 mmol) as starting materials. The title compound (33 mg, 23.4%) was isolated as off white solid; MS (ESI): 369 [M+H]+.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-f0c4fc3432224a0baa16acbe736413ff
Source dataset
uspto-grants-2013_06
Patent number
US08455501B2

Reaction notes

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