1-Aminopiperidine → HCID 46897076, compound

HRID 1920915Notes

Reaction equation

HRID 1920915 reaction equation
CO[C:3]([C:5]1[O:9][N:8]=[C:7]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:6]=1)=[O:4].[NH2:24][N:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>>[N:25]1([NH:24][C:3]([C:5]2[O:9][N:8]=[C:7]([O:10][CH2:11][C:12]3[C:13]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=4)=[N:14][O:15][C:16]=3[CH3:17])[CH:6]=2)=[O:4])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 166581-AminopiperidineHCID 674920483-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester

Product 1

HCID 46897076HCID 46897076, compoundYield 68%

Procedure

As described for example 18, 3-(5-methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester (100 mg, 0.33 mmol) was converted, using 1-aminopiperidine (127 mg, 1.27 mmol) instead of N,N-dimethylhydrazine, to the title compound (83 mg, 68%) which was obtained as a white solid after purification by chromatography (silica, dichloromethane:methanol=9:1 to 7:3). MS: m/e=384.2 [M+H]+.

Sources & evidence

ORD record
ord-d9218790ca9944b389b690543c343466
Source dataset
uspto-grants-2012_05
Patent number
US08173652B2

Reaction notes

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