Formic Acid → 4-(3-Ethyl-1H-indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one

HRID 2234079Notes

Reaction equation

HRID 2234079 reaction equation
[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]=1[C:12]1[CH:17]=[C:16]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[N:15]=[N:14][C:13]=1[O:24]C)[CH3:2].C(#N)C.O.C(O)=O>C(O)C.[OH-].[Na+]>[CH2:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4]=1[C:12]1[C:13](=[O:24])[NH:14][N:15]=[C:16]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[CH:17]=1)[CH3:2]

Participants

6

Reactant 3

HCID 284Formic AcidHCID 18373917Acetonitrile--water (1/1)HCID 230924553-Ethyl-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-1H-indole

Product 1

HCID 1355256764-(3-Ethyl-1H-indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
150 °C

Procedure

60 mg 3-Ethyl-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-1H-indole is dissolved in 0.5 ml ethanol and 0.5 ml 1N aqueous NaOH solution. The reaction mixture is stirred at 150° C. in microwave apparatus (200 W). The reaction mixture is directly applied to HPLC chromatography to isolate the product (RP18 column, acetonitril/water, 0.05% HCOOH)

Sources & evidence

ORD record
ord-dde3c72ba13f4e1b88d7f5eabc25fc89
Source dataset
uspto-grants-2010_05
Patent number
US07709466B2

Reaction notes

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