3-Nitro-n-[1-(4-pyridyl)piperidin-4-ylmethyl]pyridine-2-amine → N2-[1-(4-pyridyl)piperidin-4-ylmethyl]-2,3-pyridinediamine

HRID 49840

Reaction equation

HRID 49840 reaction equation
[N+:1]([C:4]1[C:5]([NH:10][CH2:11][CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O>[Pd]>[N:21]1[CH:22]=[CH:23][C:18]([N:15]2[CH2:16][CH2:17][CH:12]([CH2:11][NH:10][C:5]3[C:4]([NH2:1])=[CH:9][CH:8]=[CH:7][N:6]=3)[CH2:13][CH2:14]2)=[CH:19][CH:20]=1

Participants

3

Reactant 1

HCID 234977553-Nitro-n-[1-(4-pyridyl)piperidin-4-ylmethyl]pyridine-2-amine

Product 1

HCID 12150690N2-[1-(4-pyridyl)piperidin-4-ylmethyl]-2,3-pyridinediamineYield 97.1%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Using a similar procedure to that described in Example 2, Part C, 3-nitro-N-[1-(4-pyridyl)piperidin-4-ylmethyl]pyridine-2-amine (340 mg, 1.09 mmol) and 10% palladium on carbon (200 mg) yielded 300 mg of the title compound, which was used without further purification.

Sources & evidence

ORD record
ord-03bbc50c157749ee9b5b92ccfd8c784d
Source dataset
uspto-grants-2004_03
Patent number
US06710057B2

Linked notes

Loading…