N-bromobutanimide → HCID 12766251, compound

HRID 1278214Notes

Reaction equation

HRID 1278214 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:12]3[N:13]=[CH:14][CH:15]=[C:11]3[N:10]=[CH:9][CH:8]=2)[CH:2]=1.[Br:16]N1C(=O)CCC1=O>ClCCl>[Br:16][C:15]1[CH:14]=[N:13][N:12]2[C:7]([C:3]3[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=3)=[CH:8][CH:9]=[N:10][C:11]=12

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 11206374HCID 11206374, compound

Product 1

HCID 12766251HCID 12766251, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1.96 g. of 7-(3-pyridyl)pyrazolo[1,5-a]-pyrimidine and 1.97 g. of N-bromosuccinimide in 100 ml. of dichloromethane is heated on a steam bath for 15 minutes. The mixture is poured into ice cold 2.5 N sodium hydroxide. The organic layer is separated and dried then is passed through a column of hydrous magnesium silicate. The column is washed with dichloromethane and the eluent is concentrated and diluted with hexane to give 1.8 g. of the product of the example, m.p. 243°-244° C.

Workup

  1. additionA mixture of 1.96 g
  2. customThe organic layer is separated
  3. customdried
  4. washThe column is washed with dichloromethane
  5. concentrationthe eluent is concentrated
  6. additiondiluted with hexane
  7. customto give 1.8 g

Sources & evidence

ORD record
ord-4c3bbabffed84782b30cb09ae69a4eaf
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

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