Water → HCID 59083366, compound

HRID 1005698Notes

Reaction equation

HRID 1005698 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([Br:12])=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.O>N1C=CC=CC=1>[Br:12][C:6]1[C:5]2[C:10](=[CH:11][C:2]([NH:1][S:20]([C:17]3[CH:18]=[CH:19][C:14]([Cl:13])=[CH:15][CH:16]=3)(=[O:22])=[O:21])=[CH:3][CH:4]=2)[CH:9]=[N:8][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 73984-Chlorobenzenesulfonyl chlorideHCID 226740574-Bromo-7-isoquinolinamine

Product 1

HCID 59083366HCID 59083366, compoundYield 36.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 1.5 ml of pyridine was dissolved 20 mg (0.09 mmol) of 7-amino-4-bromoisoquinoline (Preparation Example 20), 23 mg of 4-chlorobenzenesulfonyl chloride was added thereto, followed by stirring at room temperature overnight. To the reaction mixture was added water, followed by extracting with ethyl acetate. The extract was dried over magnesium sulfate and concentrated. Then, the resulting residue was purified by silica gel thin layer chromatography, to give 13 mg of the title compound. Melting point: gradually decomposed from 229 degrees.

Workup

  1. additionwas added
  2. extractionby extracting with ethyl acetate
  3. dry with materialThe extract was dried over magnesium sulfate
  4. concentrationconcentrated
  5. customThen, the resulting residue was purified by silica gel thin layer chromatography

Sources & evidence

ORD record
ord-34de48a57a364b019add73319d38723c
Source dataset
uspto-grants-2004_09
Patent number
US06787534B2

Reaction notes

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