N-Aminomorpholine → HCID 46897075, compound

HRID 1920914Notes

Reaction equation

HRID 1920914 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][O: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][O:28][CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 20315N-AminomorpholineHCID 674920483-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-isoxazole-5-carboxylic acid methyl ester

Product 1

HCID 46897075HCID 46897075, compoundYield 71.6%

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 4-aminomorpholine (136 mg, 1.3 mmol) instead of N,N-dimethylhydrazine, to the title compound (91 mg, 71%) which was obtained as a white solid after purification by chromatography (silica, dichloromethane:methanol=9:1 to 7:3). MS: m/e=386.2 [M+H]+.

Sources & evidence

ORD record
ord-f19023169e114a1bbc3c2d1b47b0e4b8
Source dataset
uspto-grants-2012_05
Patent number
US08173652B2

Reaction notes

Loading…