3-Bromo-5-methoxypyridine → 4-Methoxy-3-(5-methoxypyridin-3-yl)benzaldehyde

Reaction equation

Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.[CH:10]([C:12]1[CH:13]=[CH:14][C:15]([O:21][CH3:22])=[C:16](B(O)O)[CH:17]=1)=[O:11]>>[CH3:22][O:21][C:15]1[CH:16]=[CH:17][C:12]([CH:10]=[O:11])=[CH:13][C:14]=1[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1

Participants

Reactant 2

HCID 8171633-Bromo-5-methoxypyridine

HCID 27343675-Formyl-2-methoxyphenylboronic acid

Product 1

HCID 223912194-Methoxy-3-(5-methoxypyridin-3-yl)benzaldehydeYield 88.6%

Procedure

The title compound (2.5 g, white solid) was prepared from 3-Bromo-5-methoxypyridine (2.17 g, 0.0116 mol) and (5-formyl-2-methoxyphenyl)boronic acid (2.5 g, 0.014 mol, Matrix Scientific) analogously to Example 69, step 1.

Sources & evidence

ORD record: ord-17134f3ce103472d8a50b33c5af55ad7
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196102B2

Reaction notes

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