HCID 13338836, compound → HCID 13338838, compound

HRID 1285500Notes

Reaction equation

HRID 1285500 reaction equation
[F:1][C:2]1[C:3]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2>C(O)(=O)C.[Pt]>[F:1][C:2]1[C:3]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([CH3:12])[CH2:6][CH2:5]2

Participants

4

Reactant 1

HCID 13338836HCID 13338836, compound

Product 1

HCID 13338838HCID 13338838, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of 4.2 g (18 mmole) of 6-fluoro-5-(imidazol-1-yl)-2-methylquinoline in 75 ml of acetic acid was added 0.5 g of platinum on carbon, and the mixture was reduced on a Paar apparatus. After one day the mixture was filtered, the filtrate was evaporated and the residue was diluted with water. The aqueous mixture was basified with 10% aqueous sodium hydroxide solution. The off-white solid was separated by filtration to provide 6-fluoro-5-(imidazol-1-yl)-2-methyl-1,2,3,4-tetrahydroquinoline.

Workup

  1. filtrationAfter one day the mixture was filtered
  2. customthe filtrate was evaporated
  3. additionthe residue was diluted with water
  4. customThe off-white solid was separated by filtration

Sources & evidence

ORD record
ord-f96f22a8d06942b69fc5d28c3e960b7d
Source dataset
uspto-grants-1986_01
Patent number
US04567269

Reaction notes

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