Sodium Hydroxide → 4, N-dimethyl-N-[2-(3-oxo-6-pyridin-4-yl-2,3-dihydro-pyridazin-4-yl)-1H-indol-6-yl]-benzenesulfonamide

HRID 2234120Notes

Reaction equation

C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([N:17]([CH3:28])[S:18]([C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)(=[O:20])=[O:19])[CH:15]=2)[CH:10]=[C:9]1[C:29]1[CH:34]=[C:33]([C:35]2[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=2)[N:32]=[N:31][C:30]=1[O:41]C)=O)(C)(C)C.[OH-].[Na+]>C(O)C>[CH3:27][C:24]1[CH:25]=[CH:26][C:21]([S:18]([N:17]([CH3:28])[C:14]2[CH:15]=[C:16]3[C:11]([CH:10]=[C:9]([C:29]4[C:30](=[O:41])[NH:31][N:32]=[C:33]([C:35]5[CH:36]=[CH:37][N:38]=[CH:39][CH:40]=5)[CH:34]=4)[NH:8]3)=[CH:12][CH:13]=2)(=[O:20])=[O:19])=[CH:22][CH:23]=1

Participants

Conditions

Temperature: 150 °C

Procedure

155 mg 2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-6-[methyl-(toluene-4-sulfonyl)-amino]-indole-1-carboxylic acid tert-butyl ester are dissolved in 2.25 mL ethanol. 1.85 mL 1 N aqueous sodium hydroxide are added. The reaction mixture is heated to 150° C. in a microwave oven for 15 minutes. Purification by HPLC affords 61 mg (39%) 4, N-dimethyl-N-[2-(3-oxo-6-pyridin-4-yl-2,3-dihydro-pyridazin-4-yl)-1H-indol-6-yl]-benzenesulfonamide.

Workup

customPurification by HPLC

Sources & evidence

ORD record: ord-69c49b86b2154162bf27defaa94530c7
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709466B2

Reaction notes

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