Water → HCID 22914489, compound

HRID 1378179Notes

Reaction equation

HRID 1378179 reaction equation
[Br:1][C:2]1[C:7]2[C:8](=[O:20])[N:9]([CH3:19])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([NH2:18])=O)[C:6]=2[CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.O>O1CCOCC1.N1C=CC=CC=1>[Br:1][C:2]1[C:7]2[C:8](=[O:20])[N:9]([CH3:19])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]#[N:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 962WaterHCID 9845Trifluoroacetic anhydrideHCID 22914476HCID 22914476, compound

Product 1

HCID 22914489HCID 22914489, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Procedure

A suspension of 21.5 g (64.1 mmol) of 7-bromo-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide in a mixture of 100 ml of dioxan and 15 ml of pyridine was treated at 7° to 10° with 15 ml of trifluoroacetic anhydride. The suspension was stirred at room temperature for 1 hour and poured into 600 ml of water. After 1 hour the suspension was suction filtered. There were obtained 17.8 g (88%) of 7-bromo-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile of m.p. 226°-228°.

Workup

  1. waitAfter 1 hour the suspension was
  2. filtrationsuction filtered

Sources & evidence

ORD record
ord-22a1cea9236e429f8f6c33279fabba21
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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