N-Aminomorpholine → HCID 59568471, compound

HRID 1695505Notes

Reaction equation

[CH3:1][N:2]1[C:6]([C:7]([OH:9])=O)=[CH:5][C:4]([NH: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])=[N:3]1.[NH2:24][N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>>[CH3:1][N:2]1[C:6]([C:7]([NH:24][N:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)=[O:9])=[CH:5][C:4]([NH: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])=[N:3]1

Participants

Reactant 2

HCID 20315N-Aminomorpholine

HCID 66646518HCID 66646518, compound

Product 1

HCID 59568471HCID 59568471, compoundYield 71%

Procedure

As described for example 160c, 1-methyl-3-((5-methyl-3-(pyridin-2-yl)isoxazol-4-yl)methylamino)-1H-pyrazole-5-carboxylic acid (80 mg; 255 μmol) was converted, using 4-aminomorpholine instead of isopropylamine, to the title compound (101 mg, 71%) which was obtained as a white solid. MS: m/e=398.2 [M+H]+.

Sources & evidence

ORD record: ord-794dd8f8b97f465a82e8d9cacf067506
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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