2-Fluoro-5-methoxyphenylboronic acid → Methyl 3-(3-(((2-methyl-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoate

HRID 1662313Notes

Reaction equation

HRID 1662313 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])[CH:13]=[CH:14][CH:15]=2)=[CH:4][C:3]=1[CH3:22].F[C:24]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][C:25]=1B(O)O>>[CH3:22][C:3]1[CH:4]=[C:5]([CH2:8][O:9][C:10]2[CH:11]=[C:12]([CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])[CH:13]=[CH:14][CH:15]=2)[CH:6]=[CH:7][C:2]=1[C:25]1[CH:24]=[CH:29][CH:28]=[C:27]([O:30][CH3:31])[CH:26]=1

Participants

3

Reactant 2

HCID 41572112-Fluoro-5-methoxyphenylboronic acidHCID 57705740Methyl 3-(3-(((4-bromo-3-methylphenyl)methyl)oxy)phenyl)propanoate

Product 1

HCID 57705995Methyl 3-(3-(((2-methyl-3'-(methyloxy)-1,1'-biphenyl-4-yl)methyl)oxy)phenyl)propanoateYield 92.9%

Procedure

Compound 1.3 (0.070 g, 0.193 mmol) was coupled with 2-fluoro-5-methoxyphenylboronic acid (available from Aldrich) (0.0982 g, 0.578 mmol) according to the method reported for preparation of 1.4 to afford 2.1 (0.070 g, 89%) as a colorless oil.

Workup

  1. customreported for preparation of 1.4

Sources & evidence

ORD record
ord-88b472fc63ea4553b5716a34c08a5381
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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