HCID 22291905, compound → HCID 22291853, compound

HRID 968138Notes

Reaction equation

HRID 968138 reaction equation
C([N:4]([CH2:40][CH:41]=[CH2:42])[S:5]([C:8]1[CH:13]=[CH:12][C:11]([N:14]2[C:22]3[C:21]4[CH:23]=[C:24]([NH:27][C:28](=[O:36])[C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=5[Cl:35])[CH:25]=[CH:26][C:20]=4[CH2:19][CH2:18][C:17]=3[C:16]([C:37]([NH2:39])=[O:38])=[N:15]2)=[CH:10][CH:9]=1)(=[O:7])=[O:6])(=O)C>[OH-].[Na+].CCO>[CH2:40]([NH:4][S:5]([C:8]1[CH:9]=[CH:10][C:11]([N:14]2[C:22]3[C:21]4[CH:23]=[C:24]([NH:27][C:28](=[O:36])[C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=5[Cl:35])[CH:25]=[CH:26][C:20]=4[CH2:19][CH2:18][C:17]=3[C:16]([C:37]([NH2:39])=[O:38])=[N:15]2)=[CH:12][CH:13]=1)(=[O:7])=[O:6])[CH:41]=[CH2:42]

Participants

4

Reactant 1

HCID 22291905HCID 22291905, compound

Product 1

HCID 22291853HCID 22291853, compoundYield 62.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solid of 1-(4-{[acetyl(allyl)amino]sulfonyl}phenyl)-8-[(2-chlorobenzoyl)amino]-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide (360 mg, 0.6 mmol) was dissolved in 0.5 N solution of NaOH in EtOH (10 mL) and stirred at room temperature for overnight. The mixture was concentrated. It was purified by HPLC to give the desired compound (210 mg, 62%.) IKK-2 resin IC50≦1 μM.

Workup

  1. concentrationThe mixture was concentrated
  2. customIt was purified by HPLC

Sources & evidence

ORD record
ord-5d7bc78a9481418190769f2cd3e5ce65
Source dataset
uspto-grants-2005_10
Patent number
US06956052B2

Reaction notes

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