Trifluoroacetic acid → HCID 22457584, compound

HRID 1954059Notes

Reaction equation

HRID 1954059 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) is 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-af1082c3e957423ca568604b11ced3b9
Source dataset
uspto-grants-2000_09
Patent number
US06121258

Reaction notes

Loading…