2-(4-Methoxyphenyl)malondialdehyde → 3-Iodo-6-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine

HRID 1986862Notes

Reaction equation

HRID 1986862 reaction equation
[I:1][C:2]1[CH:3]=[N:4][NH:5][C:6]=1[NH2:7].[CH3:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH:19]=O)[CH:17]=O)=[CH:12][CH:11]=1>C(O)C>[I:1][C:2]1[CH:3]=[N:4][N:5]2[CH:17]=[C:16]([C:13]3[CH:12]=[CH:11][C:10]([O:9][CH3:8])=[CH:15][CH:14]=3)[CH:19]=[N:7][C:6]=12

Participants

4

Reactant 2

HCID 38493702-(4-Methoxyphenyl)malondialdehydeHCID 128316264-iodo-1H-pyrazol-3-amine

Product 1

HCID 577226133-Iodo-6-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
23 °C

Procedure

A solution of 4-iodo-1H-pyrazol-5-amine (640 mg, 3.9 mmol, 1 equiv) and 2-(4-methoxyphenyl)malonaldehyde (700 mg, 3.9 mmol, 1.0 equiv) in ethanol (20 mL) was heated at 75° C. for 4 hours. The reaction mixture was allowed to cool to 23° C., and the precipitate was filtered, washed with cold methanol, and air dried to afford 3-iodo-6-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine (2-1) as a white solid.

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with cold methanol, and air
  3. customdried

Sources & evidence

ORD record
ord-1044e8cbed614475a0afc876cf2e1da6
Source dataset
uspto-grants-2009_06
Patent number
US07550470B2

Reaction notes

Loading…