Potassium Carbonate → 1-(4-fluoro-2-methyl-1H-indol-5-yloxy)-4-[6-methoxy-(pyridin-3-yl)-methyl]phthalazine

HRID 1663013Notes

Reaction equation

HRID 1663013 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][C:13]2[CH:14]=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)=[N:4][N:3]=1.[F:21][C:22]1[C:30]([OH:31])=[CH:29][CH:28]=[C:27]2[C:23]=1[CH:24]=[C:25]([CH3:32])[NH:26]2.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[F:21][C:22]1[C:30]([O:31][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([CH2:12][C:13]3[CH:14]=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=3)=[N:4][N:3]=2)=[CH:29][CH:28]=[C:27]2[C:23]=1[CH:24]=[C:25]([CH3:32])[NH:26]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 103520364-fluoro-2-methyl-1H-indol-5-olHCID 866287881-Chloro-4-[6-methoxy-(pyridin-3-yl)-methyl]phthalazine

Product 1

HCID 672152951-(4-fluoro-2-methyl-1H-indol-5-yloxy)-4-[6-methoxy-(pyridin-3-yl)-methyl]phthalazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Heating of a mixture of 1-chloro-4-[6-methoxy-(pyridin-3-yl)-methyl]phthalazine (Ex. 3e), 4-fluoro-5-hydroxy-2-methyl-1H-indole (preparation see WO 00/47212; Ex. 237) and K2CO3 in DMF yields the title compound.

Sources & evidence

ORD record
ord-6ebbe1a1ff9a439290dbeb2ce0901dd5
Source dataset
uspto-grants-2011_10
Patent number
US08034814B2

Reaction notes

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