3-Dimethylamino-3'-trifluoromethylacrylophenone → 7-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester

HRID 225243

Reaction equation

HRID 225243 reaction equation
[NH2:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][NH:4][N:3]=1.CN(C)[CH:14]=[CH:15][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1)=O>C(O)(=O)C>[CH2:10]([O:9][C:7]([C:6]1[CH:5]=[N:4][N:3]2[C:16]([C:18]3[CH:19]=[C:20]([C:24]([F:25])([F:26])[F:27])[CH:21]=[CH:22][CH:23]=3)=[CH:15][CH:14]=[N:1][C:2]=12)=[O:8])[CH3:11]

Participants

4

Reactant 2

HCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenoneHCID 178469928HCID 178469928, compound

Product 1

HCID 111984377-[3-(Trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 5.0 g. of 3-amino-4-carbethoxypyrazole and 7.84 g. of 3-dimethylamino-3'-(trifluoromethyl)acrylophenone in 25 ml. of glacial acetic acid is refluxed for 6 hours and then evaporated in vacuo to an oil. This oil is treated as described in Example 1, giving the desired product, m.p. 97°-99° C.

Workup

  1. additionA mixture of 5.0 g
  2. customevaporated in vacuo to an oil
  3. additionThis oil is treated

Sources & evidence

ORD record
ord-f3e7d24f0dc44fdfbf25a2df623d7cf4
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Linked notes

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