Water → HCID 22914455, compound

HRID 1378230Notes

Reaction equation

HRID 1378230 reaction equation
FC(F)(F)C(OC(=O)C(F)(F)F)=O.[Cl:14][C:15]1[CH:16]=[CH:17][C:18]2[N:24]3[CH:25]=[N:26][C:27]([C:28]([NH2:30])=O)=[C:23]3[CH2:22][N:21]([CH3:31])[C:20](=[O:32])[C:19]=2[CH:33]=1.O>O1CCOCC1.N1C=CC=CC=1>[Cl:14][C:15]1[CH:16]=[CH:17][C:18]2[N:24]3[CH:25]=[N:26][C:27]([C:28]#[N:30])=[C:23]3[CH2:22][N:21]([CH3:31])[C:20](=[O:32])[C:19]=2[CH:33]=1

Participants

6

Reactant 3

HCID 962WaterHCID 9845Trifluoroacetic anhydrideHCID 22914329HCID 22914329, compound

Product 1

HCID 22914455HCID 22914455, compoundYield 88.2%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Procedure

1.85 ml (13.4 mmol) of trifluoroacetic anhydride were added dropwise at <8° to a suspension of 3.72 g (12.8 mmol) of 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide in 17 ml of dioxan and 2 ml of pyridine. The beige solution obtained was stirred at 50°-60° for 4 hrs., cooled and treated with 80 ml of water. The white crystals were filtered off under suction and dried in a high vacuum. There were obtained 3.08 g (88%) of 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile as colourless crystals of m.p. 272°-275°.

Workup

  1. customThe beige solution obtained
  2. temperature, cooled
  3. filtrationThe white crystals were filtered off under suction
  4. customdried in a high vacuum

Sources & evidence

ORD record
ord-382ac4047bbb46fd970c817d59832ee8
Source dataset
uspto-grants-1997_09
Patent number
US05665718

Reaction notes

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