3-Fluoro-4-methoxyphenylboronic acid → HCID 10473862, compound

HRID 2308263Notes

Reaction equation

HRID 2308263 reaction equation
Br[C:2]1[C:6]([CH3:7])=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14]C)=[C:10]([Cl:16])[CH:9]=2)[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>>[Cl:16][C:10]1[CH:9]=[C:8]([C:5]2[S:4][C:3]([CH:17]=[O:21])=[C:2]([C:25]3[CH:26]=[CH:27][C:28]([OH:29])=[C:23]([F:22])[CH:24]=3)[C:6]=2[CH3:7])[CH:13]=[CH:12][C:11]=1[OH:14]

Participants

3

Reactant 2

HCID 27821943-Fluoro-4-methoxyphenylboronic acidHCID 22601715HCID 22601715, compound

Product 1

HCID 10473862HCID 10473862, compoundYield 51%

Procedure

Starting from 2-[3-bromo-5-(3-chloro-4-methoxyphenyl)-4-methylthien-2-yl]-1,3-dioxolane (1.0 g, 2.6 mmol, made in Example 13, Step 1) and substituting 3-fluoro-4-methoxyphenylboronic acid (0.52 g, 3.1 mmol) in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.26 g, 51%, m.p. 227-29° C.) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-f578f0d9fd2744fd874907e311227365
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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