Triethylamine → HCID 614880, compound

HRID 323002Notes

Reaction equation

HRID 323002 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-de329dcda64741669773adb1c0500eb9
Source dataset
uspto-grants-2001_04
Patent number
US06211376B1

Reaction notes

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