Pyridine → HCID 22674187, compound

HRID 1173137Notes

Reaction equation

HRID 1173137 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, Production Example 2b) at room temperature, followed by stirring at room temperature for 3 days. Then, water was added thereto, followed by extracting 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. extractionby extracting 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-f83542927c7d46d6ad71d7c6634dc643
Source dataset
uspto-grants-2010_11
Patent number
US07834049B2

Reaction notes

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