N-bromobutanimide → 3-Bromo-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine

HRID 225242Notes

Reaction equation

HRID 225242 reaction equation
[Br:1]N1C(=O)CCC1=O.[F:9][C:10]([F:27])([F:26])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17]2[N:22]3[N:23]=[CH:24][CH:25]=[C:21]3[N:20]=[CH:19][CH:18]=2)[CH:12]=1>C(Cl)(Cl)Cl>[Br:1][C:25]1[CH:24]=[N:23][N:22]2[C:17]([C:13]3[CH:12]=[C:11]([C:10]([F:26])([F:9])[F:27])[CH:16]=[CH:15][CH:14]=3)=[CH:18][CH:19]=[N:20][C:21]=12

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 197562037-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine

Product 1

HCID 114733173-Bromo-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A 3.75 g. portion of N-bromosuccinimide is added to a solution of 5.26 g. of 7-(α,α,α-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine in 50 ml. of chloroform producing an exothermic reaction. The mixture is refluxed on a steam bath for 15 minutes and then treated as described in Example 14, giving the desired product, m.p. 138°-140° C.

Workup

  1. temperatureThe mixture is refluxed on a steam bath for 15 minutes
  2. additiontreated

Sources & evidence

ORD record
ord-21519e58cdea481bab73317e92e49b91
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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