Pyridine → HCID 22674187, compound

HRID 1005695Notes

Reaction equation

HRID 1005695 reaction equation
N1C=CC=CC=1.[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1.[NH2:18][C:19]1[CH:28]=[CH:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][C:25]=2[Cl:29])[N:20]=1>O>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([NH:18][C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][C:25]=3[Cl:29])[N:20]=2)(=[O:16])=[O:15])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 73984-Chlorobenzenesulfonyl chlorideHCID 140674265-Chloroquinolin-2-amine

Product 1

HCID 22674187HCID 22674187, compoundYield 8.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Pyridine (1 ml) and 4-chlorobenzenesulfonyl chloride (255 mg) were added to 2-amino-5-chloroquinoline (119 mg, Preparation Example 2) at room temperature. After stirring at room temperature for 3 days, water was added thereto and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over sodium sulfate and concentrated. Then, the resulting solid was washed with methanol, to give the title compound (20 mg).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe ethyl acetate layer was dried over sodium sulfate
  3. concentrationconcentrated
  4. washThen, the resulting solid was washed with methanol

Sources & evidence

ORD record
ord-5ff07c5c102b42ff9ce5f9e6d1eb24e8
Source dataset
uspto-grants-2004_09
Patent number
US06787534B2

Reaction notes

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