(3-Methoxyphenyl)boronic acid → 3-[3-(3'-Methoxy-2-trifluoromethoxy-biphenyl-4-ylmethoxy)-phenyl]-propionic acid

HRID 1662346Notes

Reaction equation

HRID 1662346 reaction equation
Cl[C:2]1[CH:20]=[CH:19][C:5]([CH2:6][O:7][C:8]2[CH:9]=[C:10]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH:11]=[CH:12][CH:13]=2)=[CH:4][C:3]=1[O:21][C:22]([F:25])([F:24])[F:23].[CH3:26][O:27][C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[CH:32][CH:33]=1>>[CH3:26][O:27][C:28]1[CH:33]=[C:32]([C:2]2[CH:20]=[CH:19][C:5]([CH2:6][O:7][C:8]3[CH:9]=[C:10]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH:11]=[CH:12][CH:13]=3)=[CH:4][C:3]=2[O:21][C:22]([F:25])([F:24])[F:23])[CH:31]=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 2734370(3-Methoxyphenyl)boronic acidHCID 577060113-(3-(4-Chloro-3-(trifluoromethoxy)benzyloxy)phenyl)-propanoic acid

Product 1

HCID 577060693-[3-(3'-Methoxy-2-trifluoromethoxy-biphenyl-4-ylmethoxy)-phenyl]-propionic acid

Procedure

Compound 37 was synthesized using the procedure above for preparing 13.3 using compound 37.3 and 3-methoxyphenylboronic acid 37.4 (available from Aldrich). MS ESI (neg.) m/e: 445 (M−H). 1H NMR (400 MHz, CD3CN) δ ppm 7.51 (3H, s), 7.38 (1H, s), 7.22 (1H, s), 7.05 (2H, s), 6.98 (1H, s), 6.87 (3H, s), 5.15 (2H, s), 3.81 (3H, s), 2.86 (2H, s), 2.59 (2H, s).

Sources & evidence

ORD record
ord-0d78d63d3c9b4c1e8b21181a2835e8e2
Source dataset
uspto-grants-2011_10
Patent number
US08030354B2

Reaction notes

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