Hydrochloric Acid → 3-(5-Amino-1-methylpyrazol-4-yl)propylamine dihydrochloride

HRID 349523Notes

Reaction equation

HRID 349523 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][N:11]1C(=O)C2=CC=CC=C2C1=O.[ClH:22]>O>[ClH:22].[ClH:22].[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][NH2:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 179620255-Amino-1-methyl-4-(3-phthalimidopropyl)pyrazole

Product 1

HCID 179620333-(5-Amino-1-methylpyrazol-4-yl)propylamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-Amino-1-methyl-4-(3-phthalimidopropyl)pyrazole (1.42 g, 5 mmol) was added to concentrated hydrochloric acid (10 ml) at room temperature, and the mixture was stirred under reflux for 23 hours. To the reaction mixture was added water (50 ml), and most of insoluble materials were removed by filtration. The filtrate was washed with ethyl acetate, and the aqueous layer was concentrated in vacuo. The residue was triturated with 2-propanol and dried in vacuo to give 3-(5-amino-1-methylpyrazol-4-yl)propylamine dihydrochloride (700 mg) as a solid.

Workup

  1. temperatureunder reflux for 23 hours
  2. custommost of insoluble materials were removed by filtration
  3. washThe filtrate was washed with ethyl acetate
  4. concentrationthe aqueous layer was concentrated in vacuo
  5. customThe residue was triturated with 2-propanol
  6. customdried in vacuo

Sources & evidence

ORD record
ord-106e3c25fe28488ab8f6102497abc411
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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