3-Chloro-4-methoxybenzeneboronic acid → HCID 10382907, compound

HRID 2308256Notes

Reaction equation

HRID 2308256 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.[Cl:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][C:27]=1[O:28]C>>[Cl: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 32475223-Chloro-4-methoxybenzeneboronic acidHCID 22601714HCID 22601714, compound

Product 1

HCID 10382907HCID 10382907, compoundYield 36%

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-chloro-4-methoxyphenylboronic acid (0.67 g, 3.6 mmol) in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.20 g, 36%, m.p. 234-36° C.) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-44e8f552000e412fbe9e30822855e7b4
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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