Triethylamine → HCID 614880, compound

HRID 2301434Notes

Reaction equation

HRID 2301434 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([O:12][CH3:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:14]([F:17])([F:16])[F:15])[CH:3]=1.CCN(CC)CC>CCO.[Pd]>[CH3:13][O:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[C:4]([C:14]([F:17])([F:15])[F:16])[CH:3]=[CH:2]2

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 6215244-Chloro-8-methoxy-2-(trifluoromethyl)quinoline

Product 1

HCID 614880HCID 614880, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4-chloro-8-methoxy-2-trifluoromethylquinoline (0.57 g) in 5 mL absolute EtOH is added 10% Pd/C (125 mg) and NEt3 (0.3 mL). The reaction is hydrogenated under atmospheric pressure for 0.75 h. The reaction is then filtered over Celite and the filtrate is evaporated. The residue is taken up in Et2O and the triethylamine hydrochloride salt is filtered. The desired product is obtained as a light yellow solid by evaporation of the Et2O filtrate (0.38 g).

Workup

  1. filtrationThe reaction is then filtered over Celite
  2. customthe filtrate is evaporated
  3. filtrationthe triethylamine hydrochloride salt is filtered

Sources & evidence

ORD record
ord-6edebe9ae0754a7ba6c11fd6be9b9211
Source dataset
uspto-grants-2002_12
Patent number
US06500842B1

Reaction notes

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