1-Chlorobenzotriazole → HCID 11299190, compound

HRID 1278223Notes

Reaction equation

HRID 1278223 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.[Cl:16]N1C2C=CC=CC=2N=N1>ClCCl>[Cl: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 887611-ChlorobenzotriazoleHCID 11206374HCID 11206374, compound

Product 1

HCID 11299190HCID 11299190, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3.92 g. of 7-(3-pyridyl)pyrazolo[1,5-a]-pyrimidine and 3.40 g. of N-chlorobenzotriazole in 100 ml. of dichloromethane is heated on a steam bath for 15 minutes. The mixture is poured into 100 ml. of ice cold 2.5 N sodium hydroxide and the dichloromethane layer is separated and dried over anhydrous sodium sulfate. The dichloromethane extract is passed through a column of hydrous magnesium silicate and the eluent is concentrated and diluted with hexane to give 2.75 g. of the product of the example, m.p. 225°-226° C.

Workup

  1. additionA mixture of 3.92 g
  2. additionThe mixture is poured into 100 ml
  3. customof ice cold 2.5 N sodium hydroxide and the dichloromethane layer is separated
  4. dry with materialdried over anhydrous sodium sulfate
  5. extractionThe dichloromethane extract
  6. concentrationthe eluent is concentrated
  7. additiondiluted with hexane
  8. customto give 2.75 g

Sources & evidence

ORD record
ord-ab6a0ac92f9e4ee9aa8abd728e46c622
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

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