3-[4-(3-Bromo-5-methyl-phenoxy)-2-methyl-phenyl]-propionic acid methyl ester → 3-{2-Methyl-4-[3-methyl-5-(2-oxo-3-phenoxy-5-trifluoromethyl-2H-pyridin-1-yl)-phenoxy]-phenyl}-propionic acid

HRID 1822334Notes

Reaction equation

HRID 1822334 reaction equation
[O:1]([C:8]1[C:9]([OH:18])=[N:10][CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O:20][C:21](=[O:40])[CH2:22][CH2:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]2[CH:36]=[C:35]([CH3:37])[CH:34]=[C:33](Br)[CH:32]=2)=[CH:26][C:25]=1[CH3:39]>>[CH3:39][C:25]1[CH:26]=[C:27]([O:30][C:31]2[CH:32]=[C:33]([N:10]3[CH:11]=[C:12]([C:14]([F:17])([F:15])[F:16])[CH:13]=[C:8]([O:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[C:9]3=[O:18])[CH:34]=[C:35]([CH3:37])[CH:36]=2)[CH:28]=[CH:29][C:24]=1[CH2:23][CH2:22][C:21]([OH:40])=[O:20]

Participants

3

Reactant 2

HCID 578942123-[4-(3-Bromo-5-methyl-phenoxy)-2-methyl-phenyl]-propionic acid methyl esterHCID 1785177533-Phenoxy-5-trifluoromethyl-pyridin-2-ol

Product 1

HCID 690705303-{2-Methyl-4-[3-methyl-5-(2-oxo-3-phenoxy-5-trifluoromethyl-2H-pyridin-1-yl)-phenoxy]-phenyl}-propionic acid

Procedure

The title compound is prepared according to Example 8 by using 3-phenoxy-5-trifluoromethyl-pyridin-2-ol and 3-[4-(3-bromo-5-methyl-phenoxy)-2-methyl-phenyl]-propionic acid methyl ester to afford 37 mg (7%). 1H NMR (400 MHz, CDCl3); MS (ES+) m/z mass calcd for C29H24O5NF3 523, found 524 (M+1, 100%).

Workup

  1. customto afford 37 mg (7%)

Sources & evidence

ORD record
ord-f5e937aa8d2947ebadc091b2ed1d5e38
Source dataset
uspto-grants-2009_10
Patent number
US07608639B2

Reaction notes

Loading…