5-Aminoquinoline → 1-Cyclopentyl-3-ethyl-N-5-quinolinyl-1H-indazole-6-carboxamide

HRID 1385102Notes

Reaction equation

HRID 1385102 reaction equation
[CH:1]1([N:6]2[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([C:15](Cl)=[O:16])[CH:13]=3)[C:8]([CH2:18][CH3:19])=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:20][C:21]1[CH:30]=[CH:29][CH:28]=[C:27]2[C:22]=1[CH:23]=[CH:24][CH:25]=[N:26]2>>[N:26]1[C:27]2[C:22](=[C:21]([NH:20][C:15]([C:12]3[CH:13]=[C:14]4[C:9]([C:8]([CH2:18][CH3:19])=[N:7][N:6]4[CH:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[CH:10][CH:11]=3)=[O:16])[CH:30]=[CH:29][CH:28]=2)[CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 119115-AminoquinolineHCID 15545850HCID 15545850, compound

Product 1

HCID 155474241-Cyclopentyl-3-ethyl-N-5-quinolinyl-1H-indazole-6-carboxamideYield 30%

Procedure

This compound was prepared according to the method of Example 15, using 91 mg (0.329 mmol, 1.0 equiv) 1-cyclopentyl-3-ethyl-1H-indazole-6-carbonyl chloride and 52 mg (0.362 mmol, 1.1 equiv) 5-amino-quinoline as starting materials, to give 38 mg (30%) of pale yellow powder: mp 176-178° C.; Anal. calcd for C24H24N4O: C, 74.96; H, 6.29; N, 14.57. Found: C, 74.33; H, 6.53; N, 14.31.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-78eb3db099554a57aa520e94a84cfec0
Source dataset
uspto-grants-2001_07
Patent number
US06262040B1

Reaction notes

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