5-Bromo-2,4-dimethoxybenzaldehyde → 5-(3,5-Dimethyl-isoxazol-4-yl)2,4-dimethoxy-benzaldehyde

HRID 10641

Reaction equation

HRID 10641 reaction equation
Br[C:2]1[C:3]([O:12][CH3:13])=[CH:4][C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[CH:7]=[O:8].[CH3:14][C:15]1[C:19](B(O)O)=[C:18]([CH3:23])[O:17][N:16]=1>>[CH3:14][C:15]1[C:19]([C:2]2[C:3]([O:12][CH3:13])=[CH:4][C:5]([O:10][CH3:11])=[C:6]([CH:9]=2)[CH:7]=[O:8])=[C:18]([CH3:23])[O:17][N:16]=1

Participants

3

Reactant 2

HCID 6683465-Bromo-2,4-dimethoxybenzaldehydeHCID 27343463,5-Dimethylisoxazole-4-boronic acid

Product 1

HCID 219809665-(3,5-Dimethyl-isoxazol-4-yl)2,4-dimethoxy-benzaldehydeYield 75%

Procedure

Ex-33A: 5-(3,5-Dimethyl-isoxazol-4-yl)-2,4-dimethoxy-benzaldehyde was prepared from 5-bromo-2,4-dimethoxybenzaldehyde and 3,5-dimethyl-isoxazole-4-boronic acid in a similar manner as described in Ex-3A, 75% yield. 1H-NMR (CDCl3) δ 10.34 (s, 1H), 7.63 (s, 1H), 6.52 (s, 1H), 4.00 (s, 3H), 3.90 (s, 3H), 2.12 (s, 6H).

Sources & evidence

ORD record
ord-cae727d29c5142bab06a1ae4493a7906
Source dataset
uspto-grants-2006_08
Patent number
US07094801B2

Linked notes

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