Water → HCID 22674179, compound

HRID 1005694Notes

Reaction equation

HRID 1005694 reaction equation
N1C=CC=CC=1.[CH2:7]([C:9]1[N:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=1)[CH3:8].[NH2:19][C:20]1[CH:21]=[N:22][C:23]2[C:28]([CH:29]=1)=[CH:27][CH:26]=[CH:25][C:24]=2[Br:30].O>C(Cl)Cl>[Br:30][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]2[C:23]=1[N:22]=[CH:21][C:20]([NH:19][S:15]([C:12]1[CH:13]=[N:14][C:9]([CH2:7][CH3:8])=[CH:10][CH:11]=1)(=[O:17])=[O:16])=[CH:29]2

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 22674077HCID 22674077, compoundHCID 226741618-Bromoquinolin-3-amine

Product 1

HCID 22674179HCID 22674179, compoundYield 63.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pyridine (0.5 ml) and a solution of 6-ethyl-3-pyridinesulfonyl chloride (30 mg) in methylene chloride (0.5 ml) were added to 3-amino-8-bromoquinoline (18 mg, Preparation Example 5) at 0° C. After stirring at room temperature for 30 minutes, water was added thereto and the mixture was extracted with ethyl acetate. The extract was purified by preparative TLC (hexane-ethyl acetate=1:1), to give the title compound (20 mg).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe extract was purified by preparative TLC (hexane-ethyl acetate=1:1)

Sources & evidence

ORD record
ord-6e8b467d2c6048c0ab153c5adc694b8a
Source dataset
uspto-grants-2004_09
Patent number
US06787534B2

Reaction notes

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