3-Fluoro-4-methoxyphenylboronic acid → HCID 10314421, compound

HRID 2308254Notes

Reaction equation

HRID 2308254 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][CH:9]=2)[S:4][C:3]=1[CH:16]1[O:20]CCO1.[F:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][C:27]=1[O:28]C>>[F:21][C:22]1[CH:23]=[C:24]([C:2]2[C:6]([CH3:7])=[C:5]([C:8]3[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=3)[S:4][C:3]=2[CH:16]=[O:20])[CH:25]=[CH:26][C:27]=1[OH:28]

Participants

3

Reactant 2

HCID 27821943-Fluoro-4-methoxyphenylboronic acidHCID 22601714HCID 22601714, compound

Product 1

HCID 10314421HCID 10314421, compoundYield 97%

Procedure

Starting from 2-[3-bromo-5-(4-methoxyphenyl)-4-methylthien-2-yl]-1,3-dioxolane (1.1 g, 3.0 mmol, made in Example 1, Step 1) and substituting 3-fluoro-4-methoxyphenylboronic acid (0.56 g, 3.3 mmol) in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.60 g, 97%, m.p. 223-26° C.) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-353bc8f8ef484d0dbe8c180ef84aa85c
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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