(5-Methoxy-2-methylphenyl)boronic acid → HCID 10381607, compound

HRID 2308253Notes

Reaction equation

HRID 2308253 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.C[O:22][C:23]1[CH:24]=[CH:25][C:26]([CH3:32])=[C:27](B(O)O)[CH:28]=1>>[OH:22][C:23]1[CH:28]=[CH:27][C:26]([CH3:32])=[C:25]([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:24]=1

Participants

3

Reactant 2

HCID 17750868(5-Methoxy-2-methylphenyl)boronic acidHCID 22601714HCID 22601714, compound

Product 1

HCID 10381607HCID 10381607, compoundYield 89%

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 5-methoxy-2-methylphenylboronic acid (0.55 g, 3.3 mmol) in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.49 g, 89%, m.p. 204-07° C.) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-458276d48d0042ccbafacb2e3a6fdf66
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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