1-Bromo-2-butanone → methyl 3-[4-[5-(5-ethyl-1H-imidazol-2-yl)-2-pyridyl]phenoxy]-2,2-dimethylpropanoate

HRID 623886Notes

Reaction equation

HRID 623886 reaction equation
C(O)(=O)C.[NH2:5][C:6](=[NH:28])[C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:27]=[CH:26][C:16]([O:17][CH2:18][C:19]([CH3:25])([CH3:24])[C:20]([O:22][CH3:23])=[O:21])=[CH:15][CH:14]=2)=[N:11][CH:12]=1.Br[CH2:30][C:31](=O)[CH2:32][CH3:33]>>[CH2:32]([C:31]1[NH:5][C:6]([C:7]2[CH:8]=[CH:9][C:10]([C:13]3[CH:14]=[CH:15][C:16]([O:17][CH2:18][C:19]([CH3:24])([CH3:25])[C:20]([O:22][CH3:23])=[O:21])=[CH:26][CH:27]=3)=[N:11][CH:12]=2)=[N:28][CH:30]=1)[CH3:33]

Participants

3

Reactant 2

HCID 131561-Bromo-2-butanoneHCID 67973181Methyl 3-(4-{5-[amino(imino)methyl]pyridin-2-yl}phenoxy)-2,2-dimethylpropanoate acetate

Product 1

HCID 67975432methyl 3-[4-[5-(5-ethyl-1H-imidazol-2-yl)-2-pyridyl]phenoxy]-2,2-dimethylpropanoateYield 101.3%

Procedure

By using methyl 3-(4-{5-[amino (imino)methyl]pyridin-2-yl) phenoxy)-2,2-dimethylpropanoate acetate (400 mg), and 1-bromobutan-2-one (234 mg), the procedure was carried out in the same manner as in Example 35(2) to obtain methyl 3-[4-[5-[5-ethyl-1H-imidazol-2-yl)-2-pyridyl]phenoxy]-2,2-dimethylpropanoate (397 mg).

Sources & evidence

ORD record
ord-38bd14d0242f4131a629c0b120170c49
Source dataset
uspto-grants-2016_04
Patent number
US09302996B2

Reaction notes

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