Water → HCID 54435252, compound

HRID 1378016Notes

Reaction equation

HRID 1378016 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]1[C:8]2[C:9](=[O:22])[N:10]3[CH2:21][CH2:20][C@H:11]3[C:12]3[N:13]([CH:14]=[N:15][C:16]=3[C:17]([NH2:19])=O)[C:7]=2[CH:6]=[CH:5][CH:4]=1.N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.O>O1CCOCC1>[F:24][C:2]([F:1])([F:23])[C:3]1[C:8]2[C:9](=[O:22])[N:10]3[CH2:21][CH2:20][C@H:11]3[C:12]3[N:13]([CH:14]=[N:15][C:16]=3[C:17]#[N:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 53829958HCID 53829958, compound

Product 1

HCID 54435252HCID 54435252, compoundYield 52.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

7.5 g (22.3 mmol) of (S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carboxamide were suspended in 40 ml of dioxan and 4 ml of pyridine and treated dropwise with 3.6 ml of trifluoroacetic anhydride at 7 to 10° within 10 min. The mixture was stirred at room temperature for 3/4 hour and poured into 300 ml of water. The suspension obtained was filtered and, after drying the residue, there were obtained 3.75 g (52%) of (S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine-1-carbonitrile of m.p. 115°-119°.

Workup

  1. customThe suspension obtained
  2. filtrationwas filtered
  3. customafter drying the residue

Sources & evidence

ORD record
ord-e0b0a88001c64d5dbfbcd5d9f53506ee
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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