3-Chloro-4-methoxybenzeneboronic acid → HCID 10338715, compound

HRID 2308259Notes

Reaction equation

HRID 2308259 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]([F:16])[CH:9]=2)[S:4][C:3]=1[CH:17]1[O:21]CCO1.[Cl:22][C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][C:28]=1[O:29]C>>[Cl: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])=[C:10]([F:16])[CH:9]=3)[S:4][C:3]=2[CH:17]=[O:21])[CH:26]=[CH:27][C:28]=1[OH:29]

Participants

3

Reactant 2

HCID 32475223-Chloro-4-methoxybenzeneboronic acidHCID 22601710HCID 22601710, compound

Product 1

HCID 10338715HCID 10338715, compoundYield 33%

Procedure

Starting from 2-[3-bromo-5-(3-fluoro-4-methoxyphenyl)-4-methylthien-2-yl]-1,3-dioxolane (0.89 g, 2.4 mmol, made in Example 8, Step 1) and substituting 3-chloro-4-methoxyphenylboronic acid (0.53 g, 2.8 mmol) in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.17 g, 33%, m.p. 252-54° C.) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-866c0824bf6943e094809b37f5160713
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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