(4-Methoxyphenyl)boronic acid → HCID 11311694, compound

HRID 895229Notes

Reaction equation

HRID 895229 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:12])[CH:11]=1)[CH:8]=[C:7]([OH:13])[CH:6]=[CH:5]2.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1>>[F:12][C:10]1[CH:11]=[C:2]([C:19]2[CH:20]=[CH:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=2)[CH:3]=[C:4]2[C:9]=1[CH:8]=[C:7]([OH:13])[CH:6]=[CH:5]2

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 112419396-bromo-8-fluoro-2-naphthol

Product 1

HCID 11311694HCID 11311694, compound

Procedure

The title compound was prepared by reacting 6-bromo-8-fluoro-2-naphthol (0.39 g, 1.62 mmol) with 4-methoxyphenyl boronic acid (0.34 g, 2.27 mmol) according to method A to yield 0.35 g (81%) of a white solid: mp 150-151° C.; 1H NMR (DMSO-d6): δ 3.81 (3H, s), 7.05 (2H, d, J=8.75 Hz), 7.16-7.20,(2H, m), 7.57 (1H, dd, J=1.21 Hz, J=12.76 Hz), 7.74 (2H, d, J=8.74 Hz), 7.89-7.92 (2H, m), 10.10 (1H, s); MS (ESI) m/z269 (M−H)+.

Sources & evidence

ORD record
ord-fd62101eab1b4691bd64d0493e8a6da0
Source dataset
uspto-grants-2005_07
Patent number
US06914074B2

Reaction notes

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