N-Aminomorpholine → 5-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid morpholin-4-ylamide

HRID 1962962Notes

Reaction equation

HRID 1962962 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([C:21]([OH:23])=O)=[N:19][CH:20]=1.[NH2:24][N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>>[N:25]1([NH:24][C:21]([C:18]2[CH:17]=[CH:16][C:15]([O:14][CH2:13][C:3]3[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=4)=[N:5][O:6][C:2]=3[CH3:1])=[CH:20][N:19]=2)=[O:23])[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 20315N-AminomorpholineHCID 666446485-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 498032935-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid morpholin-4-ylamideYield 82%

Procedure

As described for example 7, 5-(5-methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid (81.6 mg, 0.26 mmol) was converted, using N-aminomorpholine instead of isopropylamine, to the title compound (85 mg, 82%), which was obtained as a white solid. MS: m/e=396.2 [M+H]+.

Sources & evidence

ORD record
ord-639a82145c914e82909d2e142f43148e
Source dataset
uspto-grants-2013_04
Patent number
US08415379B2

Reaction notes

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