Water → 3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole

HRID 1971415Notes

Reaction equation

HRID 1971415 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([NH2:7])=[N:3]1.[CH2:8]([CH2:12][C:13](=O)[CH3:14])[C:9]([CH3:11])=O.O>C1(C)C=CC=CC=1.CC(O)=O>[CH3:14][C:13]1[N:7]([C:4]2[CH:5]=[CH:6][N:2]([CH3:1])[N:3]=2)[C:9]([CH3:11])=[CH:8][CH:12]=1

Participants

6

Reactant 3

HCID 962Water2×HCID 80352,5-HexanedioneHCID 1372541-Methyl-3-aminopyrazole

Product 1

HCID 132489953-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 1140TolueneSolvent

Procedure

To a solution of 1-methyl-1H-pyrazol-3-amine (9.5 g, 98 mmol) and acetonylacetone (11.2 g, 98 mmol) in toluene (150 mL), AcOH (1.5 mL) is added, heated to reflux with a water separator until the formation of water ceased. Concentrated to dry. The residue is purified by flash column to give product. MS (ESI) m/z 176.3 (M+1).

Workup

  1. temperatureheated
  2. concentrationConcentrated
  3. customto dry
  4. customThe residue is purified by flash column
  5. customto give product

Sources & evidence

ORD record
ord-1ac7285a39c1488bab5c62a6a8c41c3d
Source dataset
uspto-grants-2013_04
Patent number
US08431584B2

Reaction notes

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