Acetic Anhydride → HCID 12074227, compound

HRID 1369406Notes

Reaction equation

HRID 1369406 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([N:18]2[CH2:24][CH2:23][CH2:22][N:21]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:20][CH2:19]2)[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=1)(=[O:10])=[O:9].[C:32](OC(=O)C)(=[O:34])[CH3:33]>C1(C)C=CC=CC=1>[C:32]([NH:1][C:2]1[CH:3]=[C:4]([N:18]2[CH2:24][CH2:23][CH2:22][N:21]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:20][CH2:19]2)[CH:5]=[CH:6][C:7]=1[S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=1)(=[O:9])=[O:10])(=[O:34])[CH3:33]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 12074218HCID 12074218, compound

Product 1

HCID 12074227HCID 12074227, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of tert-butyl 4-[3-amino-4-[(3-fluorophenyl)sulfonyl]phenyl]-1,4-diazepane-1-carboxylate (0.29 g, 0.66 mmol) and anhydrous acetic anhydride (1.0 mL) is stirred at 60° C. for 1 h under a nitrogen atmosphere. After cooling to rt, 5 mL of toluene is added and the mixture concentrated. The crude product is triturated with more toluene then with EtOAc and Et2O to give 0.31 g (97%) of the title compound as a white solid.

Workup

  1. temperatureAfter cooling to rt
  2. concentrationthe mixture concentrated
  3. customThe crude product is triturated with more toluene

Sources & evidence

ORD record
ord-2003c4d6de2b4f988346e524d65c5cb7
Source dataset
uspto-grants-2003_06
Patent number
US06579870B2

Reaction notes

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