4-Ethylpyridin-2-amine → 7-Ethyl-2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine

HRID 731616Notes

Reaction equation

HRID 731616 reaction equation
Br[CH2:2][C:3]([C:5]1[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:7][O:8][C:9]=1[CH3:10])=O.[NH2:17][C:18]1[CH:23]=[C:22]([CH2:24][CH3:25])[CH:21]=[CH:20][N:19]=1>>[CH2:24]([C:22]1[CH:21]=[CH:20][N:19]2[CH:2]=[C:3]([C:5]3[C:6]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[N:7][O:8][C:9]=3[CH3:10])[N:17]=[C:18]2[CH:23]=1)[CH3:25]

Participants

3

Reactant 2

HCID 1184254-Ethylpyridin-2-amineHCID 27355314-(Bromoacetyl)-5-methyl-3-phenylisoxazole

Product 1

HCID 247383437-Ethyl-2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridineYield 27%

Procedure

As described for Example 2, 4-(bromoacetyl)-5-methyl-3-phenylisoxazole (commercially available) (140 mg, 0.5 mmol) was converted, using 2-amino-4-ethylpyridine instead of 2-amino-3-methylpyridine, to the title compound (33 mg, 27%) which was obtained as a yellow oil. MS: m/e=304.0 [M+H]+.

Sources & evidence

ORD record
ord-f12fadb5605946658af42cfd595c3a96
Source dataset
uspto-grants-2009_09
Patent number
US07585874B2

Reaction notes

Loading…