(4-Methoxyphenyl)boronic acid → HCID 69344942, compound

HRID 1948241Notes

Reaction equation

HRID 1948241 reaction equation
Br[C:2]1[C:3]([O:10][CH3:11])=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17](B(O)O)=[CH:16][CH:15]=1>>[CH3:9][O:8][C:5]1[CH:4]=[C:3]([O:10][CH3:11])[C:2]([C:17]2[CH:18]=[CH:19][C:14]([O:13][CH3:12])=[CH:15][CH:16]=2)=[CH:7][N:6]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 187887085-Bromo-2,4-dimethoxypyridine

Product 1

HCID 69344942HCID 69344942, compoundYield 99.3%

Procedure

According to Scheme 23 Step 3: The title compound was prepared from 5-bromo-2,4-dimethoxypyridine (1 eq, 1.40 mmol, 0.30 g) and 4-methoxyphenylboronic acid (1.5 eq, 2.10 mmol, 0.32 g) according to the procedure described for Example 1 Step 3. The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25 g SiO2) using CH2Cl2/MeOH 98/2 to afford 2,4-dimethoxy-5-(4-methoxyphenyl)pyridine (1.39 mmol, 0.34 g, 99%) as a brown oil.

Workup

  1. customThe crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25 g SiO2)

Sources & evidence

ORD record
ord-df0a4e1512e741fbba541c6e019a9b89
Source dataset
uspto-grants-2013_03
Patent number
US08399493B2

Reaction notes

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