HCID 43118310, compound → HCID 67000932, compound

HRID 558568Notes

Reaction equation

HRID 558568 reaction equation
[F:1][CH:2]([F:18])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1)=O.[NH2:19][C:20]1[CH:24]=[CH:23][NH:22][N:21]=1>C(O)(=O)C>[F:14][C:13]([F:16])([F:15])[C:9]1[CH:8]=[C:7]([C:5]2[CH:4]=[C:3]([CH:2]([F:18])[F:1])[N:21]3[N:22]=[CH:23][CH:24]=[C:20]3[N:19]=2)[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 43118310HCID 43118310, compoundHCID 178418806HCID 178418806, compound

Product 1

HCID 67000932HCID 67000932, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4,4-difluoro-1-(3-trifluoromethyl-phenyl)-butane-1,3-dione (6.75 g, 25.4 mmol) and commercially available 3-aminopyrazole (2.11 g, 25.4 mmol) in acetic acid (70 mL) was refluxed for 7 h and evaporated. The crude product was further purified by crystallization (ethyl acetate/hexane) to yield 5-(3-trifluoromethyl-phenyl)-7-difluoromethyl-pyrazolo[1,5-a]pyrimidine (6.52 g, 82%) as a light yellow solid. MS (EI) 313.1 [(M)+]; mp 127° C.

Workup

  1. temperaturewas refluxed for 7 h
  2. customevaporated
  3. customThe crude product was further purified by crystallization (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-6f4821af26bf41d9af786e625ff6e1ce
Source dataset
uspto-grants-2011_11
Patent number
US08063048B2

Reaction notes

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