(3-Formyl-4-methoxyphenyl)boronic acid → HCID 10472301, compound

HRID 2308255Notes

Reaction equation

HRID 2308255 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.[CH:21]([C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][C:28]=1[O:29]C)=[O:22]>>[CH:21]([C:23]1[CH:24]=[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:26]=[CH:27][C:28]=1[OH:29])=[O:22]

Participants

3

Reactant 2

HCID 2759225(3-Formyl-4-methoxyphenyl)boronic acidHCID 22601714HCID 22601714, compound

Product 1

HCID 10472301HCID 10472301, compoundYield 35%

Procedure

Starting from 2-[3-bromo-5-(4-methoxyphenyl)-4-methylthien-2-yl]-1,3-dioxolane (1.5 g, 4.2 mmol, made in Example 1, Step 1) and substituting 3-formyl-4-methoxyphenylboronic acid (0.83 g, 4.6 mmol) in place of 3-methoxyphenylboronic acid (Step 2), the title compound (0.26 g, 35%, m.p. 228-30° C.) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-bb6e3e4aebaa45958de736f39115b5f7
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

Loading…