Sodium Hydroxide → 3-Chloro-6-methyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine

HRID 1447866Notes

Reaction equation

HRID 1447866 reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:18]=[CH:19][CH:20]=2)[C:7]=1[C:8]1[CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:11]=[CH:12][CH:13]=1.[Cl:21]N1C2C=CC=CC=2N=N1.[OH-].[Na+]>C(Cl)(Cl)Cl>[Cl:21][C:20]1[CH:19]=[N:18][N:6]2[C:7]([C:8]3[CH:9]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:11]=[CH:12][CH:13]=3)=[C:2]([CH3:1])[CH:3]=[N:4][C:5]=12

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 887611-ChlorobenzotriazoleHCID 233298516-Methyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine

Product 1

HCID 233298633-Chloro-6-methyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2.77 g. of 6-methyl-7-(α,α,α-trifluoro-m-tolyl)pyrazolo[1,5-a]pyrimidine, 100 ml. of chloroform and 1.68 g. of N-chlorobenzotriazole is refluxed for 20 minutes, allowed to stand at room temperature for 30 minutes and then poured into 1 N sodium hydroxide in an ice bath. The product is separated, dried over sodium sulfate and treated as described in Example 1, giving the desired product, m.p. 195°-197° C.

Workup

  1. additionA mixture of 2.77 g
  2. customThe product is separated
  3. dry with materialdried over sodium sulfate
  4. additiontreated

Sources & evidence

ORD record
ord-f68e847dae6b4960bab19014654c22f9
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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