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

HRID 1404173Notes

Reaction equation

HRID 1404173 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.[F:25][C:26]1[C:31]([F:32])=C(O)[CH:29]=[CH:28][C:27]=1[CH2:34][CH2:35][C:36]([O:38]CC)=[O:37]>>[F:25][C:26]1[C:31]([F:32])=[C:11]([O:10][CH2:8][C:4]2[N:5]([C:19]3[CH:20]=[CH:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=3)[CH:6]=[CH:7][C:3]=2[C:2]([F:13])([F:12])[F:1])[CH:29]=[CH:28][C:27]=1[CH2:34][CH2:35][C:36]([OH:38])=[O:37]

Participants

4

Reactant 3

HCID 201262(4-Methoxyphenyl)boronic acidHCID 90404786Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoateHCID 90405535methyl 3-(trifluoromethyl)-1H-pyrrole-2-carboxylate

Product 1

HCID 904061293-(2,3-Difluoro-4-{[1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy}phenyl)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-difluoro-4-hydroxyphenyl)propanoate according to the procedure described in Example 1, Steps E and F.

Sources & evidence

ORD record
ord-5a667105148d4af5bbc4e160156f0f17
Source dataset
uspto-grants-2014_12
Patent number
US08912227B1

Reaction notes

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