2-Amino-2-methyl-1-propanol → 5-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide

HRID 1962961Notes

Reaction equation

HRID 1962961 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][C:25]([CH3:29])([CH3:28])[CH2:26][OH:27]>>[OH:27][CH2:26][C:25]([NH:24][C:21]([C:18]1[CH:17]=[CH:16][C:15]([O:14][CH2:13][C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=3)=[N:5][O:6][C:2]=2[CH3:1])=[CH:20][N:19]=1)=[O:23])([CH3:29])[CH3:28]

Participants

3

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 666446485-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 498030245-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amideYield 84%

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 2-amino-2-methyl-1-propanol instead of isopropylamine, to the title compound (84 mg, 84%), which was obtained as a white solid. MS: m/e=383.2 [M+H]+.

Sources & evidence

ORD record
ord-4de9810471b14611b9ae9ddc704a29b7
Source dataset
uspto-grants-2013_04
Patent number
US08415379B2

Reaction notes

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