Trifluoroacetic acid → HCID 86627537, compound

HRID 1970039Notes

Reaction equation

HRID 1970039 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13]([CH2:15][N:16]([CH3:34])[S:17]([C:20]1[CH:29]=[CH:28][C:27]2[NH:26][C:25](=[O:30])[C:24]3[NH:31][CH:32]=[CH:33][C:23]=3[C:22]=2[CH:21]=1)(=[O:19])=[O:18])=[O:14])(C)(C)C.[CH2:35]([C:38]([O-:40])=[O:39])[CH2:36][CH3:37]>ClC(Cl)C>[C:13]([CH2:15][N:16]([CH3:34])[S:17]([C:20]1[CH:29]=[CH:28][C:27]2[NH:26][C:25](=[O:30])[C:24]3[NH:31][CH:32]=[CH:33][C:23]=3[C:22]=2[CH:21]=1)(=[O:19])=[O:18])([OH:14])=[O:12].[CH2:35]([C:38]([O-:40])=[O:39])[CH2:36][CH3:37]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86627538HCID 86627538, compound

Product 1

HCID 86627537HCID 86627537, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

Trifluoroacetic acid (1 mL) is added slowly to a solution of 95 mg (0.2 mmol) of 8-(tert-butoxycarbonylmethyl-methyl-sulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-propyl carboxylate dissolved in 9 mL of dichloroethane. The solution is stirred at room temperature for 5 hours then the solvents are evaporated. The residue is taken up and triturated in acetonitrile then in diisopropyl ether to give 76 mg (90%) of 8-(carboxymethyl-methyl-sulfamoyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-propyl carboxylate in the form of a white solid.

Workup

  1. customthe solvents are evaporated
  2. customtriturated in acetonitrile

Sources & evidence

ORD record
ord-fb5c8eba44884a1c9d3948e421b5262c
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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