Trifluoroacetic acid → HCID 20729825, compound

HRID 351652Notes

Reaction equation

HRID 351652 reaction equation
C([O:5][C:6](=[O:44])[C@@H:7]([NH:34][S:35]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)(=[O:37])=[O:36])[CH2:8][N:9]1[CH:17]=[N:16][C:15]2[C:10]1=[N:11][CH:12]=[N:13][C:14]=2[N:18]1[CH2:23][CH2:22][CH:21]([C:24]2[CH:33]=[CH:32][C:31]3[CH2:30][CH2:29][CH2:28][NH:27][C:26]=3[N:25]=2)[CH2:20][CH2:19]1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:38]1([S:35]([NH:34][C@@H:7]([CH2:8][N:9]2[CH:17]=[N:16][C:15]3[C:10]2=[N:11][CH:12]=[N:13][C:14]=3[N:18]2[CH2:23][CH2:22][CH:21]([C:24]3[CH:33]=[CH:32][C:31]4[CH2:30][CH2:29][CH2:28][NH:27][C:26]=4[N:25]=3)[CH2:20][CH2:19]2)[C:6]([OH:44])=[O:5])(=[O:36])=[O:37])[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 69637393HCID 69637393, compound

Product 1

HCID 20729825HCID 20729825, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

38 mg of the compound of step b) were dissolved in 1.5 ml of dichloromethane, and 1.5 ml of trifluoroacetic acid were added. After stirring for 5 hours at ambient temperature additional 0.1 ml of trifluoroacetic acid were added and stirring was continued for further 1.5 hours. The solvents were removed in vacuo, the residue was dissolved in acetic acid and again the solvent was removed in vacuo. The remaining resin was triturated with diethylether and the product isolated by filtration. Yield: 29 mg. MS (ES+): m/e=563.1 (M+H)+.

Workup

  1. additionwere added
  2. customThe solvents were removed in vacuo
  3. dissolutionthe residue was dissolved in acetic acid
  4. customagain the solvent was removed in vacuo
  5. customThe remaining resin was triturated with diethylether
  6. customthe product isolated by filtration

Sources & evidence

ORD record
ord-b957508b5da54129808751eafcd9f094
Source dataset
uspto-grants-2004_06
Patent number
US06743800B1

Reaction notes

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