Dimethylamine → 8-chloro-N,N-dimethyl-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-carboxamide

HRID 236723Notes

Reaction equation

HRID 236723 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[N:12]=[C:13]([C:15](OC)=[O:16])[CH:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:6]=2[CH:25]=1.[CH3:26][NH:27][CH3:28]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[N:12]=[C:13]([C:15]([N:27]([CH3:28])[CH3:26])=[O:16])[CH:14]=[C:10]3[CH2:9][N:8]=[C:7]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:6]=2[CH:25]=1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 123778848-Chloro-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-carboxylic acid, methyl ester

Product 1

HCID 123778898-chloro-N,N-dimethyl-6-phenyl-4H-pyrazolo[1,5-a][1,4]benzodiazepine-2-carboxamide

Procedure

This compound was prepared from 700 mg. (1.99 mmol) of the end product of Example 9 and dimethylamine according to a procedure similar to that described above in Example 11. The reaction mixture was heated to 60°-65° in a sealed glass bomb for 16 hours. Recrystallization from acetone/ether/hexane yielded the desired end product: mp 176°-178°.

Workup

  1. customThis compound was prepared from 700 mg
  2. temperatureThe reaction mixture was heated to 60°-65° in a sealed glass bomb for 16 hours
  3. customRecrystallization from acetone/ether/hexane
  4. customyielded the desired end product

Sources & evidence

ORD record
ord-71011c4d7a1a4919ba1f0a44492a6eb6
Source dataset
uspto-grants-1979_06
Patent number
US04157331

Reaction notes

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