(4-Methoxyphenyl)boronic acid → 3-(4-{[1-(4-Methoxyphenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}-2,3-dimethylphenyl)propanoic acid

HRID 2167378Notes

Reaction equation

HRID 2167378 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:7]=[CH:6][NH:5][C:4]=1[C:8]([O:10][CH3:11])=O.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1.[CH3:25][C:26]1[C:31](C)=[C:30](O)[CH:29]=[CH:28][C:27]=1[CH2:34][CH2:35][C:36]([O:38]CC)=[O:37]>>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([N:5]2[CH:6]=[CH:7][C:3]([C:2]([F:13])([F:12])[F:1])=[C:4]2[CH2:8][O:10][C:11]2[CH:29]=[CH:28][C:27]([CH2:34][CH2:35][C:36]([OH:38])=[O:37])=[C:26]([CH3:25])[C:31]=2[CH3:30])=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 201262(4-Methoxyphenyl)boronic acidHCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoateHCID 90405535methyl 3-(trifluoromethyl)-1H-pyrrole-2-carboxylate

Product 1

HCID 904065483-(4-{[1-(4-Methoxyphenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}-2,3-dimethylphenyl)propanoic acid

Procedure

The title compound was prepared by (a) reacting the product prepared in Step B of Example 1 and 4-methoxyphenylboronic acid according to the procedure described in Example 1, Step C, (b) then reacting the resulting product according to the procedure in Example 1, Step D, and (c) then reacting the resulting product with ethyl 3-(2,3-dimethyl-4-hydroxyphenyl)propanoate according to the procedures described in Example 1, Steps E and F.

Sources & evidence

ORD record
ord-b0c0b049b0994f8d9fcc0ff5ce8e4278
Source dataset
uspto-grants-2015_06
Patent number
US09045454B2

Reaction notes

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