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

HRID 1695331Notes

Reaction equation

HRID 1695331 reaction equation
CO[C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[NH2:24][CH:25]1[CH2:29][CH2:28][O:27][CH2:26]1>>[O:27]1[CH2:28][CH2:29][CH:25]([NH:24][C:3]([C:5]2[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]3[C:13]([C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)=[N:14][O:15][C:16]=3[CH3:17])[CH:9]=2)=[O:4])[CH2:26]1

Participants

3

Reactant 2

HCID 3365553Oxolan-3-amineHCID 66643884HCID 66643884, compound

Product 1

HCID 49792866Rac-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2h-pyrazole-3-carboxylic acid (tetra-hydro-furan-3-yl)-amideYield 33%

Procedure

As described for example 1b, 5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (100 mg, 0.32 mmol) was converted, using rac-3-aminotetrahydrofuran instead of morpholine, to the title compound (39 mg, 33%), which was obtained as a white solid. MS: m/e=369.2 [M+H]+.

Sources & evidence

ORD record
ord-695a16a9cdfb46e98c600326485a1f2d
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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