Trifluoroacetic acid → HCID 69516499, compound

HRID 458437Notes

Reaction equation

HRID 458437 reaction equation
C([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]1[C:18](C(OCC)=O)=[C:17]([C:24]2[CH:32]=[CH:31][C:27]([C:28]([OH:30])=[O:29])=[CH:26][CH:25]=2)[C:16]([N+:33]([O-:35])=[O:34])=[C:15]([CH2:36][C:37]2[CH:42]=[CH:41][C:40]([F:43])=[CH:39][C:38]=2[F:44])[N:14]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:44][C:38]1[CH:39]=[C:40]([F:43])[CH:41]=[CH:42][C:37]=1[CH2:36][C:15]1[C:16]([N+:33]([O-:35])=[O:34])=[C:17]([C:24]2[CH:25]=[CH:26][C:27]([C:28]([OH:30])=[O:29])=[CH:31][CH:32]=2)[C:18]2[C:6](=[O:5])[N:8]3[C@@H:9]([CH2:10][CH2:11][CH2:12]3)[C:13]=2[N:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69516457HCID 69516457, compound

Product 1

HCID 69516499HCID 69516499, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the flask containing crude 4-[2-[(2S)-1-(tert-butoxycarbonyl)-2-pyrrolidinyl]-6-(2,4-difluorobenzyl)-3-(ethoxycarbonyl)-5-nitro-4-pyridinyl]benzoic acid (D, 22.2 g, 36.3 mmol), 200 ml premixed trifloroacetic acid and dichloromethane (10 ml/4.2 ml ratio) was added. The resulting mixture was stirred at room temperature for 20 minutes. The solvents were removed in vacuo. The resulting residue was dissolved in 150 ml mixture of triethyl amine and dichloromethane (10 ml/20 ml) and was stirred at room temperature for 2 hours.

Workup

  1. additionwas added
  2. customThe solvents were removed in vacuo
  3. dissolutionThe resulting residue was dissolved in 150 ml mixture of triethyl amine and dichloromethane (10 ml/20 ml)
  4. stirringwas stirred at room temperature for 2 hours

Sources & evidence

ORD record
ord-a2b1806fceaa4fe6a8dbf4688b851357
Source dataset
uspto-grants-2007_03
Patent number
US07189851B2

Reaction notes

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