Isopropylamine → HCID 49803023, compound

HRID 1962960Notes

Reaction equation

HRID 1962960 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.[CH:24]([NH2:27])([CH3:26])[CH3:25]>>[CH:24]([NH:27][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])([CH3:26])[CH3:25]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 666446485-(5-Methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 49803023HCID 49803023, compoundYield 80%

Procedure

As described for example 6f, 5-(5-methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-pyridine-2-carboxylic acid (81.6 mg, 0.26 mmol) was converted, using isopropylamine instead of 4-aminotetrahydropyran, to the title compound (74 mg, 80%), after 1 h instead of overnight, which was obtained as a white solid after purification by chromatography (silica, heptane:ethyl acetate=4:1 to 0:1). MS: m/e=353.2 [M+H]+.

Sources & evidence

ORD record
ord-f7ad92f347e749aabd8e763cf50dba2c
Source dataset
uspto-grants-2013_04
Patent number
US08415379B2

Reaction notes

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