Oxolan-3-amine → Rac-5-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-2-methyl-2h-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amide

HRID 1695420Notes

Reaction equation

HRID 1695420 reaction equation
CO[C:3]([C:5]1[N:6]([CH3:22])[N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[NH2:23][CH:24]1[CH2:28][CH2:27][O:26][CH2:25]1>>[O:26]1[CH2:27][CH2:28][CH:24]([NH:23][C:3]([C:5]2[N:6]([CH3:22])[N:7]=[C:8]([O:10][CH2:11][C:12]3[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=3[CH3:17])[CH:9]=2)=[O:4])[CH2:25]1

Participants

3

Reactant 2

HCID 3365553Oxolan-3-amineHCID 66643838HCID 66643838, compound

Product 1

HCID 59568459Rac-5-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-2-methyl-2h-pyrazole-3-carboxylic acid (tetrahydro-furan-3-yl)-amideYield 76%

Procedure

As described for example 86, 5-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (60 mg, 0.2 mmol) was converted, using rac-3-aminotetrahydrofuran instead of isopropylamine, to the title compound (54 mg, 76%) which was obtained as a colorless oil. MS: m/e=363.1 [M+H]+.

Sources & evidence

ORD record
ord-6ef0c5cf082f4386a5b19fc99b613310
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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