Sodium Hydroxide → HCID 21223937, compound

HRID 2073207Notes

Reaction equation

HRID 2073207 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[N:16]2[C:17]3[N:12]([C:13]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=4)=[CH:14][CH2:15]2)[N:11]=[CH:10][C:9]=3[C:8](=[O:28])[N:7]=1)=[O:4].[CH2:29]([N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.[OH-].[Na+]>O1CCCC1>[O:28]=[C:8]1[N:7]=[C:6]([NH:5][C:3](=[O:4])[CH2:2][N:39]2[CH2:40][CH2:41][N:36]([CH2:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[CH2:37][CH2:38]2)[N:16]2[C:17]3[N:12]([C:13]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:26])([F:27])[F:25])[CH:19]=4)=[CH:14][CH2:15]2)[N:11]=[CH:10][C:9]1=3

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 759941-BenzylpiperazineHCID 15702796HCID 15702796, compound

Product 1

HCID 21223937HCID 21223937, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 1.000 g amount of 2-chloro-N-[3-oxo-8-[3-(trifluoromethyl)phenyl]-3H,6H-1,4,5a,8a-tetraazaacenaphthylen-5-yl]acetamide (prepared in the manner described in Example 31) was dissolved in 50 ml of dry tetrahydrofuran, then 430 mg of 1-benzylpiperazine was added to the mixture in one portion. The reaction mixture was heated at reflux for 16 hours. The mixture was cooled, made basic with 1N sodium hydroxide and extracted with chloroform. The solvent was evaporated and the solid was purified by conventional means to give 426 mg of the desired product as a brown solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 hours
  3. temperatureThe mixture was cooled
  4. extractionextracted with chloroform
  5. customThe solvent was evaporated
  6. customthe solid was purified by conventional means

Sources & evidence

ORD record
ord-ce6fd032742a494c95b2512740179226
Source dataset
uspto-grants-1990_04
Patent number
US04916137

Reaction notes

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