4-fluoro-2-methyl-1H-indol-5-ol → HCID 22490020, compound

HRID 2180122Notes

Reaction equation

HRID 2180122 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH3:21])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[N:4][CH:3]=1.[F:22][C:23]1[C:31]([OH:32])=[CH:30][CH:29]=[C:28]2[C:24]=1[CH:25]=[C:26]([CH3:33])[NH:27]2>>[F:22][C:23]1[C:31]([O:32][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH3:21])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[N:4][CH:3]=2)=[CH:30][CH:29]=[C:28]2[C:24]=1[CH:25]=[C:26]([CH3:33])[NH:27]2

Participants

3

Reactant 2

HCID 103520364-fluoro-2-methyl-1H-indol-5-olHCID 219910424-Chloro-6-methoxy-7-(2-(2-methoxyethoxy)ethoxy)cinnoline

Product 1

HCID 22490020HCID 22490020, compoundYield 19%

Procedure

Using an analogous procedure to that described in Example 1, 4-chloro-6-methoxy-7-(2-(2-methoxyethoxy)ethoxy)cinnoline (100 mg, 0.32 mmol) was reacted with 4-fluoro-5-hydroxy-2-methylindole (64 mg, 0.38 mmol), (prepared as described for the starting material in Example 1), to give 4-(4-fluoro-2-methylindol-5-yloxy)-6-methoxy-7-(2-(2-methoxyethoxy)ethoxy)cinnoline (26 mg, 19%).

Workup

  1. custom(prepared

Sources & evidence

ORD record
ord-d4aa500f1a9445b6abd04c5eea8ae41e
Source dataset
uspto-grants-2005_05
Patent number
US06887874B2

Reaction notes

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