Cyclobutylamine → 5-(3-Butyl-5-hydroxymethyl-isoxazol-4-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid cyclobutylamide

HRID 1695459Notes

Reaction equation

HRID 1695459 reaction equation
[CH2:1]([C:5]1[C:9]([CH2:10][O:11][C:12]2[CH:13]=[C:14]([C:18]([OH:20])=O)[N:15]([CH3:17])[N:16]=2)=[C:8]([CH2:21][OH:22])[O:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[CH:23]1([NH2:27])[CH2:26][CH2:25][CH2:24]1>>[CH:23]1([NH:27][C:18]([C:14]2[N:15]([CH3:17])[N:16]=[C:12]([O:11][CH2:10][C:9]3[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:6][O:7][C:8]=3[CH2:21][OH:22])[CH:13]=2)=[O:20])[CH2:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 75645CyclobutylamineHCID 666438885-(3-butyl-5-hydroxymethyl-isoxazol-4-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid

Product 1

HCID 497929565-(3-Butyl-5-hydroxymethyl-isoxazol-4-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid cyclobutylamideYield 78%

Procedure

As described for example 112h, 5-(3-butyl-5-hydroxymethyl-isoxazol-4-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid (50 mg, 0.16 mmol) was converted, using cyclobutylamine instead of 2,2,2-trifluoroethylamine HCl, to the title compound (45 mg, 78%) which was obtained as a colorless oil. MS: m/e=363.3 [M+H]+.

Sources & evidence

ORD record
ord-c9a6c3454aed4fc3a52bbdccfd3ff49a
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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