Acetic Acid → 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidin-3-amine sulfate

HRID 1247784Notes

Reaction equation

HRID 1247784 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][N:7]2[CH2:12][CH2:11][CH2:10][NH:9][C:8]=12)([O-])=O.C(O)(=O)C.O.[S:18](=[O:22])(=[O:21])([OH:20])[OH:19]>[Pd]>[S:18](=[O:20])(=[O:19])([OH:22])[OH:21].[NH2:1][C:4]1[CH:5]=[N:6][N:7]2[CH2:12][CH2:11][CH2:10][NH:9][C:8]=12

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 1357417823-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine

Product 1

HCID 1358007334,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidin-3-amine sulfate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A solution of 3-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (1.68 g) in a mixture of sulfuric acid (0.6 ml), acetic acid (100 ml) and water (10 ml) was treated with 10% palladium on carbon (0.5 g) under a hydrogen atmosphere at room temperature for 6 days. After the catalyst was filtered off, the filtrate was concentrated in vacuo. The residue was triturated with ethanol and dried in vacuo to give 3-amino-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine sulfuric acid salt (2.3 g) as a solid.

Workup

  1. filtrationAfter the catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was triturated with ethanol
  4. customdried in vacuo

Sources & evidence

ORD record
ord-e58b4197827a451c98fb3f1552433dcb
Source dataset
uspto-grants-2006_10
Patent number
US07129232B2

Reaction notes

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