3-Pyridinylboronic acid → 3-{4-[3-Fluoro-5-(2-pyridin-3-yl-4-trifluoromethyl-phenoxy)-phenoxy]-2-methyl-phenyl}-propionic acid

HRID 1822307Notes

Reaction equation

HRID 1822307 reaction equation
C([O:3][C:4](=[O:34])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([O:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][C:23]=3Br)[CH:15]=2)=[CH:9][C:8]=1[CH3:33])C.[N:35]1[CH:40]=[CH:39][CH:38]=[C:37](B(O)O)[CH:36]=1>>[F:20][C:18]1[CH:19]=[C:14]([CH:15]=[C:16]([O:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:30])([F:29])[F:31])=[CH:24][C:23]=2[C:37]2[CH:36]=[N:35][CH:40]=[CH:39][CH:38]=2)[CH:17]=1)[O:13][C:10]1[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][C:4]([OH:3])=[O:34])=[C:8]([CH3:33])[CH:9]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 57894125HCID 57894125, compound

Product 1

HCID 112144063-{4-[3-Fluoro-5-(2-pyridin-3-yl-4-trifluoromethyl-phenoxy)-phenoxy]-2-methyl-phenyl}-propionic acid

Procedure

The title compound is prepare by reacting the compound of 3-{4-[3-(2-Bromo-4-trifluoromethyl-phenoxy)-5-fluoro-phenoxy]-2-methyl-phenyl}-propionic acid ethyl ester with pyridine-3-boronic acid as in Example 38 to afford 0.115 g (66%). 1H NMR (400 MHz, CDCl3); MS (ES+) m/z mass calculated for C29H21NO4F4 511, found 512 (M+1, 100%).

Workup

  1. customto afford 0.115 g (66%)

Sources & evidence

ORD record
ord-edbb3fa3e3e64f12a61eae5ea9856272
Source dataset
uspto-grants-2009_10
Patent number
US07608639B2

Reaction notes

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