1-(Trifluoromethyl)cyclopropane-1-carboxylic acid → methyl 2,2-dimethyl-3-[4-(5-{5-[1-(trifluoromethyl)cyclopropyl]-1H-imidazol-2-yl}pyridin-2-yl)phenoxy)propanoate

HRID 623876Notes

Reaction equation

HRID 623876 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]1([C:6](O)=O)[CH2:5][CH2:4]1.[C:11](O)(=O)C.[NH2:15][C:16](=[NH:38])[C:17]1[CH:18]=[CH:19][C:20]([C:23]2[CH:37]=[CH:36][C:26]([O:27][CH2:28][C:29]([CH3:35])([CH3:34])[C:30]([O:32][CH3:33])=[O:31])=[CH:25][CH:24]=2)=[N:21][CH:22]=1>>[CH3:35][C:29]([CH3:34])([CH2:28][O:27][C:26]1[CH:25]=[CH:24][C:23]([C:20]2[CH:19]=[CH:18][C:17]([C:16]3[NH:15][C:6]([C:3]4([C:2]([F:10])([F:9])[F:1])[CH2:5][CH2:4]4)=[CH:11][N:38]=3)=[CH:22][N:21]=2)=[CH:37][CH:36]=1)[C:30]([O:32][CH3:33])=[O:31]

Participants

3

Reactant 2

HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 67973181Methyl 3-(4-{5-[amino(imino)methyl]pyridin-2-yl}phenoxy)-2,2-dimethylpropanoate acetate

Product 1

HCID 67975265methyl 2,2-dimethyl-3-[4-(5-{5-[1-(trifluoromethyl)cyclopropyl]-1H-imidazol-2-yl}pyridin-2-yl)phenoxy)propanoateYield 81.7%

Procedure

By using 1-(trifluoromethyl)-1-cyclopropanecarboxylic acid (300 mg), and methyl 3-(4-{5-[amino(imino)methyl]pyridin-2-yl}phenoxy)-2,2-dimethylpropanoate acetate (453 mg), the procedure was carried out in the same manner as in Example 2-1) to obtain methyl 2,2-dimethyl-3-[4-(5-{5-[1-(trifluoromethyl)cyclopropyl]-1H-imidazol-2-yl}pyridin-2-yl)phenoxy)propanoate (439 mg).

Sources & evidence

ORD record
ord-bc8ef8b95c9d41b88856d29527d984ea
Source dataset
uspto-grants-2016_04
Patent number
US09302996B2

Reaction notes

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