Trifluoroacetic acid → HCID 178507496, compound

HRID 2292633Notes

Reaction equation

HRID 2292633 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[N:29][S:30]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=[O:32])=[O:31])[CH:5]=[C:6]([C:13](=[O:28])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH:20]C(OC(C)(C)C)=O)[NH:7]2.FC(F)(F)C(O)=O>C(OCC)(=O)C>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[N:29][S:30]([C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)(=[O:32])=[O:31])[CH:5]=[C:6]([C:13](=[O:28])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[NH2:20])[NH:7]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178452697HCID 178452697, compound

Product 1

HCID 178507496HCID 178507496, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Combine 5,7-dichloro-2-[2-(t-butoxycarbonylamino) benzoyl]-4-[benzenesulfonylimino]-1,4-dihydroquinoline (1 mmol) and ethyl acetate (50 mL). Add trifluoroacetic acid (1 mL) and stir. After 24 hours, evaporate in vacuo and partition the residue between dichloromethane and a saturated aqueous sodium bicarbonate solution. Separate the organic layer, dry over MgSO4, filter and evaporate in vacuo. Chromatograph the residue on a column of silica gel to give the title compound.

Workup

  1. customevaporate in vacuo
  2. custompartition the residue between dichloromethane
  3. customSeparate the organic layer
  4. dry with materialdry over MgSO4
  5. filtrationfilter
  6. customevaporate in vacuo

Sources & evidence

ORD record
ord-e42f5eb1fac4412f9541737fa68ba551
Source dataset
uspto-grants-1997_11
Patent number
US05684017

Reaction notes

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