3-Pyridinecarbonyl chloride, hydrochloride (1:1) → HCID 23331763, compound

HRID 224659Notes

Reaction equation

HRID 224659 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]1[CH3:11].Cl.[C:13](Cl)(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=1.[Cl-].[Al+3].[Cl-].[Cl-]>ClCCCl>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:9]([CH3:10])=[CH:8][C:7]([C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[N:16][CH:15]=2)=[C:6]1[CH3:11]

Participants

5

Reactant 3

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 6451240Aluminum(III) ChlorideHCID 7271866HCID 7271866, compound

Product 1

HCID 23331763HCID 23331763, compoundYield 13.2%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

In 1,2-dichloroethane, 2-(2,5-dimethylpyrrol-1-yl)-ethyl methyl ether was reacted with nicotinoyl chloride hydrochloride in the presence of aluminum chloride. The reaction product was chromatographed on a column of silica gel using cyclohexane/ethyl acetate (1/1) as an eluent to afford compound (260) in a yield of 13.2%.

Workup

  1. customThe reaction product was chromatographed on a column of silica gel

Sources & evidence

ORD record
ord-32b8d0ae24bb470ab03bab67fc189b1a
Source dataset
uspto-grants-1980_11
Patent number
US04233309

Reaction notes

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