Trifluoroacetic acid → HCID 21478957, compound

HRID 2292622Notes

Reaction equation

HRID 2292622 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4]([O:21]CC1C=CC=CC=1)=[CH:5][C:6]([C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[N:7]2.FC(F)(F)C(O)=O>>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:21])[CH:5]=[C:6]([C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH:7]2

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21478935HCID 21478935, compound

Product 1

HCID 21478957HCID 21478957, compound

Procedure

Combine 5,7-dichloro-4-benzyloxy-2-benzoylquinoline (1.07 g, 2.6 mmol) and trifluoroacetic acid (65 mL) and heat to 70° C. After 4 hours evaporate the reaction mixture in vacuo to give a residue. Recrystallize the residue from acetonitrile to give the title compound; mp, 242°-243° C. Rf =0.33 TLC/silica gel/2% acetone in dichloromethane. Elem. Anal. Calcd. for C16H9Cl2NO2 : C, 60.40; H, 2.85; N, 4.40. Found: C, 60.35; H, 2.89; N, 4.50.

Workup

  1. customAfter 4 hours evaporate the reaction mixture in vacuo
  2. customto give a residue
  3. customRecrystallize the residue from acetonitrile

Sources & evidence

ORD record
ord-965aa29fe95c45538327d28876c72a29
Source dataset
uspto-grants-1997_11
Patent number
US05684017

Reaction notes

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