Potassium Hydroxide → 7-chloro-3-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

HRID 1606996

Reaction equation

HRID 1606996 reaction equation
[Cl:1][C:2]1[C:7]2[CH2:8][N:9]([CH3:23])[CH2:10][C:11]3[N:12]([C:13](=O)[NH:14][C:15]=3[C:16]#[C:17][Si](C)(C)C)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-:24].[K+]>CO>[Cl:1][C:2]1[C:7]2[C:8](=[O:24])[N:9]([CH3:23])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]#[CH:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 703945397-chloro-4,5-dihydro-5-methyl-3-[(trimethylsilyl)ethynyl]-6H-imidazo[1,5-a][1,4]benzodiazepine--one

Product 1

HCID 198515337-chloro-3-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

12.7 g (37 mmol) of 7-chloro-4,5-dihydro-5-methyl-3-[(trimethylsilyl)ethynyl]-6H-imidazo[1,5-a][1,4]benzodiazepine--one was dissolved in 40 ml of methanol and treated with 40 ml of 1N potassium hydroxide solution. After stirring for 1 hour the methanol was distilled off and the aqueous suspension was cooled and suction filtered. After drying there was obtained 7-chloro-3-ethynyl-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 194°-195°.

Workup

  1. distillationwas distilled off
  2. temperaturethe aqueous suspension was cooled
  3. filtrationsuction filtered
  4. customAfter drying there

Sources & evidence

ORD record
ord-37488c5ae09245d3ab0f0f9c6342a540
Source dataset
uspto-grants-1989_09
Patent number
US04863920

Linked notes

Loading…