3-Fluoro-4-methoxyphenylboronic acid → HCID 10405103, compound

HRID 2308261Notes

Reaction equation

HRID 2308261 reaction equation
Br[C:2]1[C:6]([CH3:7])=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14]C)=[CH:10][C:9]=2[CH3:16])[S:4][C:3]=1[CH:17]1[O:21]CCO1.[F:22][C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][C:28]=1[O:29]C>>[F:22][C:23]1[CH:24]=[C:25]([C:2]2[C:6]([CH3:7])=[C:5]([C:8]3[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:9]=3[CH3:16])[S:4][C:3]=2[CH:17]=[O:21])[CH:26]=[CH:27][C:28]=1[OH:29]

Participants

3

Reactant 2

HCID 27821943-Fluoro-4-methoxyphenylboronic acidHCID 22601711HCID 22601711, compound

Product 1

HCID 10405103HCID 10405103, compoundYield 67%

Procedure

Starting from 2-[3-bromo-5-(4-methoxy-2-methylphenyl)-4-methylthien-2-yl]-1,3-dioxolane (0.96 g, 2.6 mmol, made in Example 11, Step 1) and substituting 3-fluoro-4-methoxyphenylboronic acid (0.57 g, 3.4 mmol) in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.40 g, 67%) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-3d3cc9ab262e4631b6dffdd56619a887
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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