HCID 86598668, compound → HCID 86608025, compound

HRID 269077Notes

Reaction equation

HRID 269077 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:12](=O)[CH2:13][C:14](=O)[C:15]([F:18])([F:17])[F:16])[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[NH2:21][C:22]1[CH:26]=[CH:25][NH:24][N:23]=1>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]([C:12]2[CH:13]=[C:14]([C:15]([F:18])([F:17])[F:16])[N:23]3[N:24]=[CH:25][CH:26]=[C:22]3[N:21]=2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9]

Participants

4

Reactant 2

HCID 86598668HCID 86598668, compoundHCID 178418806HCID 178418806, compound

Product 1

HCID 86608025HCID 86608025, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1-(3-methyl-4-trifluoromethyl-phenyl)-4,4,4-trifluoro-butane-1,3-dione (2.17 g, 7.28 mmol) and commercially available 3-aminopyrazole (0.73 g, 8.78 mmol) in acetic acid (15 ml) was refluxed for 4 h and evaporated. The crude product was further purified by crystallization (ethyl acetate/heptane) to yield 5-(3-methyl-4-trifluoromethyl-phenyl)-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine (2.14 g, 85%) as a yellow solid. MS (EI) 345.1 [(M)+]; mp 87° C.

Workup

  1. temperaturewas refluxed for 4 h
  2. customevaporated
  3. customThe crude product was further purified by crystallization (ethyl acetate/heptane)

Sources & evidence

ORD record
ord-c1d66dd1877e42a982e3fa5450724813
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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