Sodium Hydroxide → 4-(6-bromo-1H-indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one

HRID 2234114Notes

Reaction equation

C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([Br:17])[CH:15]=2)[CH:10]=[C:9]1[C:18]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)[N:21]=[N:20][C:19]=1[O:30]C)=O)(C)(C)C.[OH-].[Na+]>C(O)C>[Br:17][C:14]1[CH:15]=[C:16]2[C:11]([CH:10]=[C:9]([C:18]3[C:19](=[O:30])[NH:20][N:21]=[C:22]([C:24]4[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=4)[CH:23]=3)[NH:8]2)=[CH:12][CH:13]=1

Participants

Conditions

Temperature: 150 °C

Procedure

40 mg 6-Bromo-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-indole-1-carboxylic acid tert-butyl ester are dissolved in 0.5 mL ethanol. 0.58 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 20 mg (50%) 4-(6-bromo-1H-indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one.

Workup

customPurification by HPLC

Sources & evidence

ORD record: ord-bdd6648f80ed49ac8fb65514e54e939a
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709466B2

Reaction notes

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