Trifluoroacetic acid → HCID 68934732, compound

HRID 1970065Notes

Reaction equation

HRID 1970065 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([NH:15][C:16]1[CH:17]=[C:18]([C:22]2[CH:31]=[CH:30][C:29]3[NH:28][C:27](=[O:32])[C:26]4[NH:33][CH:34]=[CH:35][C:25]=4[C:24]=3[CH:23]=2)[CH:19]=[CH:20][CH:21]=1)=O)(C)(C)C.[CH2:36]([C:38]([O-:40])=[O:39])[CH3:37]>ClC(Cl)C>[NH2:15][C:16]1[CH:17]=[C:18]([C:22]2[CH:31]=[CH:30][C:29]3[NH:28][C:27](=[O:32])[C:26]4[NH:33][CH:34]=[CH:35][C:25]=4[C:24]=3[CH:23]=2)[CH:19]=[CH:20][CH:21]=1.[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH2:36]([C:38]([OH:40])=[O:39])[CH3:37]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86627573HCID 86627573, compound

Product 1

HCID 68934732HCID 68934732, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

0.5 mL of trifluoroacetic acid is added to a solution of 120 mg (0.22 mmol) of 8-(3-tert-butoxycarbonylaminophenyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate dissolved in 2 mL of dichloroethane. The solution is stirred at room temperature for 30 minutes then the solvents are evaporated. The residue is triturated with diisopropyl ether then the solid is filtered and washed with dichloromethane to give 86 mg (69%) of 8-(3-aminophenyl)-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate trifluoroacetate in the form of a beige solid.

Workup

  1. customthe solvents are evaporated
  2. customThe residue is triturated with diisopropyl ether
  3. filtrationthe solid is filtered
  4. washwashed with dichloromethane

Sources & evidence

ORD record
ord-48b6e725d4014a61808a4fd557aa8ede
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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