4-Aminotetrahydropyran → 2-Methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid (tetra-hydro-pyran-4-yl)-amide

HRID 1695382Notes

Reaction equation

HRID 1695382 reaction equation
CO[C:3]([C:5]1[N:6]([CH3:24])[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].[NH2:25][CH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[O:29]1[CH2:30][CH2:31][CH:26]([NH:25][C:3]([C:5]2[N:6]([CH3:24])[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])[CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 4192234-AminotetrahydropyranHCID 666438022-Methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 497929952-Methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid (tetra-hydro-pyran-4-yl)-amideYield 94%

Procedure

As described for example 43, 2-methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (30 mg, 0.09 mmol) was converted using 4-aminotetrahydropyran instead of rac-3-aminotetrahydrofuran, to the title compound (34 mg, 94%) which was obtained as a colorless oil. MS: m/e=397.1 [M+H]+.

Sources & evidence

ORD record
ord-3319d5c3e180447b8897fff18f52554f
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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