6-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)pyridazin-3-amine → 6-(1-Methyl-piperidin-4-yl)-pyridazin-3-ylamine

HRID 449648Notes

Reaction equation

HRID 449648 reaction equation
[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:8]2[N:13]=[N:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1>CCO.[Pd]>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([C:8]2[N:13]=[N:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 667428086-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)pyridazin-3-amine

Product 1

HCID 667425146-(1-Methyl-piperidin-4-yl)-pyridazin-3-ylamineYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)pyridazin-3-amine (300 mg, 1.58 mmol, Eq: 1.00) was dissolved in EtOH (30 ml). The reaction solution was hydrogenated in an H-Cube apparatus (60 psi) at room temperature with Pd/C by running mixture through the cycle twice until reaction was complete as determined by tlc. The solvent was removed in vacuo to afford 270 mg (89%) of the title compound.

Workup

  1. customtwice until reaction
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-83c211436bde4473848169e5520173f8
Source dataset
uspto-grants-2013_07
Patent number
US08481540B2

Reaction notes

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