Pyridine → HCID 22922196, compound

HRID 2258520Notes

Reaction equation

HRID 2258520 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][C:15]=4[CH:16]=3)=[N:9]2)=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH3:28][C:29]1([CH3:36])[CH2:34][C:33](=[O:35])[O:32][C:30]1=[O:31]>ClCCl.CN(C)C=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:20]=[CH:19][C:18]([NH:21][C:33](=[O:35])[CH2:34][C:29]([C:30]([OH:32])=[O:31])([CH3:36])[CH3:28])=[CH:17][C:15]=4[CH:16]=3)=[N:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 870672,2-Dimethylsuccinic anhydrideHCID 22922147HCID 22922147, compound

Product 1

HCID 22922196HCID 22922196, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 7-chloro-2-(5-aminobenzofuran-2-yl)-quinoline (0.28 g) and pyridine (0.12 ml) in a mixture of dichloromethane (10 ml) and N,N-dimethylformamide (20 ml), 2,2-dimethylsuccinic anhydride was added dropwise at ambient temperature- After being stirred at ambient temperature for 1 day, the resulting mixture was poured into ice-water. The appeared precipitates were collected by filtration, washed with water and recrystallized from ethanol to give 7-chloro-2-[5-(3-carboxy-3-methylbutyrylamino)benzofuran-2-yl]quinoline (0.13 g).

Workup

  1. additionwas added dropwise at ambient temperature-
  2. customThe appeared precipitates
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7afc07b67a7a43eab38df450791c082e
Source dataset
uspto-grants-1997_08
Patent number
US05661159

Reaction notes

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