HCID 59200747, compound → HCID 136029933, compound

HRID 1510104Notes

Reaction equation

HRID 1510104 reaction equation
[F:1][C:2]1[C:10]([O:11][C:12]2[C:21]3[C:16](=[CH:17][C:18]([O:24]CC4C=CC=CC=4)=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[CH:14][CH:13]=2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:32])[NH:6]2>[Pd]>[F:1][C:2]1[C:10]([O:11][C:12]2[C:21]3[C:16](=[CH:17][C:18]([OH:24])=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[CH:14][CH:13]=2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:32])[NH:6]2

Participants

3

Reactant 1

HCID 59200747HCID 59200747, compound

Product 1

HCID 136029933HCID 136029933, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-(4-Fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxy-7-benzyloxyquinoline (600 mg) was mixed with HCONH4 (600 mg) and Pd/C (10%, 100 mg) followed by refluxing 30 min. The reaction was filtered while it was hot and the filtrate was evaporated and washed with water followed by filtration to give 4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxy-7-hydroxyquinoline (400 mg).

Workup

  1. temperatureby refluxing 30 min
  2. filtrationThe reaction was filtered while it
  3. customthe filtrate was evaporated
  4. washwashed with water
  5. filtrationfollowed by filtration

Sources & evidence

ORD record
ord-6c1a8a71c276453f8465a3665428d815
Source dataset
uspto-grants-2012_07
Patent number
US08211911B2

Reaction notes

Loading…