4-Methoxycarbonylphenylboronic acid → 4'-{2-[2-(4-Carboxy-phenyl)-pyridin-4-yl]-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl}-3'-chloro-biphenyl-4-carboxylic acid methyl ester

HRID 1095898Notes

Reaction equation

HRID 1095898 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](OS(C(F)(F)F)(=O)=O)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:22])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17](Cl)[CH:16]=1)([OH:14])[C:10]([F:13])([F:12])[F:11].[CH3:31][O:32][C:33]([C:35]1[CH:40]=[CH:39][C:38](B(O)O)=[CH:37][CH:36]=1)=[O:34]>>[CH3:31][O:32][C:33]([C:35]1[CH:40]=[CH:39][C:38]([C:4]2[CH:5]=[CH:6][C:7]([CH:8]([CH3:22])[C:9]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([C:38]4[CH:39]=[CH:40][C:35]([C:33]([OH:34])=[O:32])=[CH:36][CH:37]=4)[CH:16]=3)([OH:14])[C:10]([F:11])([F:13])[F:12])=[C:2]([Cl:1])[CH:3]=2)=[CH:37][CH:36]=1)=[O:34]

Participants

3

Reactant 2

HCID 27343694-Methoxycarbonylphenylboronic acidHCID 86629107Trifluoro-methanesulfonic acid 3-chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl ester

Product 1

HCID 666991294'-{2-[2-(4-Carboxy-phenyl)-pyridin-4-yl]-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl}-3'-chloro-biphenyl-4-carboxylic acid methyl ester

Procedure

In analogy to Example 49, trifluoromethanesulfonic acid 3-chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenyl ester) (Example 26, step 1) was reacted with (4-methoxycarbonyl-phenyl) boronic acid 19 h at 70° C. to give the title compound as a white solid. MS (m/e)=584.2 [M+H+].

Sources & evidence

ORD record
ord-e6a321708cf243068c990a1d14a920bb
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

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