Pyrazole, 3-amino-4-cyano-5-ethyl- → 2-Ethyl-7-phenylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 225237

Reaction equation

HRID 225237 reaction equation
C[N:2]([CH3:13])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.[NH2:14][C:15]1[C:19](C#N)=[C:18]([CH2:22][CH3:23])[NH:17][N:16]=1>C(O)(=O)C>[CH2:22]([C:18]1[C:19]([C:15]#[N:14])=[C:13]2[N:2]=[CH:3][CH:4]=[C:5]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:16]2[N:17]=1)[CH3:23]

Participants

4

Reactant 2

HCID 114021Pyrazole, 3-amino-4-cyano-5-ethyl-HCID 3534603-(Dimethylamino)-1-phenyl-2-propen-1-one

Product 1

HCID 233298652-Ethyl-7-phenylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.71 g. of 3-dimethylaminoacrylophenone, 15 ml. of glacial acetic acid and 0.55 g. of 3-amino-5-ethylpyrazole-4-carbonitrile is refluxed for 16 hours and then evaporated. The residue is treated as described in Example 1, giving the desired product, m.p. 132°-134° C.

Workup

  1. additionA mixture of 0.71 g
  2. customevaporated
  3. additionThe residue is treated

Sources & evidence

ORD record
ord-c03202d10e164bc3992b5fcb05806c0a
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Linked notes

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