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

HRID 1786680Notes

Reaction equation

HRID 1786680 reaction equation
C[O:2][C:3]1[N:4]=[N:5][C:6]([C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)=[CH:7][C:8]=1[C:9]1[NH:10][C:11]2[C:16]([C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2.C(#N)C.O.C(O)=O>C(O)C.[OH-].[Na+]>[C:18]1([C:17]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][C:9]=2[C:8]2[C:3](=[O:2])[NH:4][N:5]=[C:6]([C:24]3[CH:25]=[CH:26][N:27]=[CH:28][CH:29]=3)[CH:7]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 3

HCID 284Formic AcidHCID 18373917Acetonitrile--water (1/1)HCID 230924772-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-3-phenyl-1H-indole

Product 1

HCID 1354144214-(3-Phenyl-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

63 mg 2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-3-phenyl-1H-indole is dissolved in 0.75 ml ethanol and 0.75 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, acetonitrile/water, 0.05% HCOOH)

Sources & evidence

ORD record
ord-babd983aec834ea392fb32d0044e7696
Source dataset
uspto-grants-2009_03
Patent number
US07507734B2

Reaction notes

Loading…