Acetic Acid → HCID 23383295, compound

HRID 1281823Notes

Reaction equation

HRID 1281823 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][C:5]2[N:6]=[C:7]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[C:8]3[C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=4[S:11][C:9]=3[NH:10][C:4]=2[CH:3]=1.[C:26](O)(=[O:28])[CH3:27].C(N(CC)CC)C>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:25]=[CH:24][C:5]2[N:6]=[C:7]([N:18]3[CH2:23][CH2:22][N:21]([C:26](=[O:28])[CH3:27])[CH2:20][CH2:19]3)[C:8]3[C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=4[S:11][C:9]=3[NH:10][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 8471TriethylamineHCID 18422168HCID 18422168, compound

Product 1

HCID 23383295HCID 23383295, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

8-Fluoro-12-(piperazin-1-yl)-6H-[1]benzothieno[2,3-b][1,5]benzodiazepine (260 mg) was dissolved in toluene (5 ml) and anhydrous acetic acid (230 mg) and triethylamine (375 mg) were added. The mixture was stirred at 80° C. for 30 minutes. The reaction mixture was allowed to cool to room temperature, and extracted with chloroform, washed with water and dried over anhydrous magnesium sulfate. After natural filtration, the solvent was evaporated under reduced pressure and the residue was recrystallized from methanol to give 8-fluoro-12-(4-acetylpiperazin-1-yl)-6H-[1]benzothieno[2,3-b][1,5]benzodiazepine.1/4 hydrate (97 mg).

Workup

  1. temperatureto cool to room temperature
  2. extractionextracted with chloroform
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationAfter natural filtration
  6. customthe solvent was evaporated under reduced pressure
  7. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-5f4b5e40587e460f99b881f23fff6ee8
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

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