Trifluoroacetic acid → HCID 22457584, compound

HRID 2184788Notes

Reaction equation

HRID 2184788 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH:18]=[CH:17][C:16](C(OC(C)(C)C)=O)=[CH:15][CH2:14][N:13]2[C:26]([O:28]C(C)(C)C)=[O:27])(=[O:11])=[O:10])=[CH:5][CH:4]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH:18]=[CH:17][CH:16]=[CH:15][CH2:14][N:13]2[C:26]([OH:28])=[O:27])(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acid2×HCID 22457579HCID 22457579, compound

Product 1

HCID 22457584HCID 22457584, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

The t-butyl 1-[(4-methoxyphenyl)sulfonyl]-5-(t-butoxycarbonyl)-diazepine-2-carboxylate (0.45 g, 0.95 mmol) dissolved in methylene chloride (1.5 mL) and cooled to 0° C. in an ice bath. Trifluroacetic acid (1.5 mL, 19.0 mmol) was added and the resulting mixture was stirred at 0° C. for 3 hours. The reaction mixture is warmed to room temperature and 1 mL of TFA is added. The reaction mixture is again stirred for an additional hour and the mixture is then concentrated down in vacuo. The residue is carried forward without further purification. The product is obtained as a TFA salt.

Workup

  1. temperatureThe reaction mixture is warmed to room temperature
  2. stirringThe reaction mixture is again stirred for an additional hour
  3. concentrationthe mixture is then concentrated down in vacuo
  4. customThe residue is carried forward without further purification

Sources & evidence

ORD record
ord-c9cf3f1e66a64da68cfcdb0aaae83300
Source dataset
uspto-grants-2002_06
Patent number
US06399598B1

Reaction notes

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