Bromine → HCID 68928937, compound

HRID 1726403Notes

Reaction equation

HRID 1726403 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:15]=[C:10]3[N:11]=[CH:12][CH:13]=[CH:14][N:9]3[N:8]=2)=[CH:3][CH:2]=1.[Br:16]Br>C(Cl)(Cl)Cl.ClCCl>[Br:16][C:15]1[C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[N:8][N:9]2[CH:14]=[CH:13][CH:12]=[N:11][C:10]=12

Participants

5

Reactant 2

HCID 24408BromineHCID 66877444HCID 66877444, compound

Product 1

HCID 68928937HCID 68928937, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolvent2×HCID 6344DichloromethaneSolvent

Procedure

To 2-(pyridin-4-yl)pyrazolo[1.5-a]pyrimidine (0.30 g) in 15 mL chloroform was added dropwise a solution of 86 μL bromine in 1 mL chloroform. After 1.5 hours. at ambient temperature, the mixture was diluted with dichloromethane, washed with 10% aqueous potassium carbonate, dried over sodium sulfate, filtered, and evaporated to afford 386 mg (92% yield) product as a tan solid. MS showed a M+1 molecular ion of m/z 277.4 by positive APCI.

Workup

  1. washwashed with 10% aqueous potassium carbonate
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-7c226496668344188a8396bc1c5e4fa7
Source dataset
uspto-grants-2009_02
Patent number
US07491829B2

Reaction notes

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