Pyrazole → HCID 20138177, compound

HRID 1253020Notes

Reaction equation

HRID 1253020 reaction equation
[H-].[Na+].[NH:3]1[CH:7]=[CH:6][CH:5]=[N:4]1.Cl[CH2:9][CH2:10][CH:11]1[CH2:17][N:16]([CH3:18])[C:15](=[O:19])[C:14]2[CH:20]=[CH:21][CH:22]=[N:23][C:13]=2[CH2:12]1>CN(C)C=O>[N:3]1([CH2:9][CH2:10][CH:11]2[CH2:17][N:16]([CH3:18])[C:15](=[O:19])[C:14]3[CH:20]=[CH:21][CH:22]=[N:23][C:13]=3[CH2:12]2)[CH:7]=[CH:6][CH:5]=[N:4]1

Participants

5

Reactant 3

HCID 1048PyrazoleHCID 24758Sodium hydrideHCID 14155950HCID 14155950, compound

Product 1

HCID 20138177HCID 20138177, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

To a suspension of sodium hydride in dimethylformamide (DMF) is added a solution of pyrazole in DMF. This solution is then added to a solution of 8-(2-chloroethyl)-6,7,8,9-tetrahydro-6-methyl-5H-pyrido[3,2-c]azepin-5-one in DMF. After reaction has occurred, DMF is removed by evaporation (80° C., vacuum pump) and the residue is taken up in chloroform. The chloroform solution is washed with dilute aqueous sodium hydroxide, dried over anhydrous sodium sulfate and concentrated by rotary evaporation (70° C., water aspirator). The residue is subjected to high pressure liquid chromatography using a suitable solvent on a silica gel column.

Workup

  1. customAfter reaction
  2. customDMF is removed by evaporation (80° C., vacuum pump)
  3. washThe chloroform solution is washed with dilute aqueous sodium hydroxide
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated by rotary evaporation (70° C., water aspirator)

Sources & evidence

ORD record
ord-82f04645cb0e442eae83b2bbab6cf1e1
Source dataset
uspto-grants-1988_05
Patent number
US04746657

Reaction notes

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