p-Anisoyl chloride → N3-(4-Methoxybenzoyl)-N4-[1-(4-pyridyl)-piperidin-4-ylmethyl]-3,4-pyridinediamine

HRID 2084311Notes

Reaction equation

HRID 2084311 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH:10]([CH2:13][NH:14][C:15]3[CH:20]=[CH:19][N:18]=[CH:17][C:16]=3[NH2:21])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.[CH3:22][O:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](Cl)=[O:29])=[CH:26][CH:25]=1>>[CH3:22][O:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([NH:21][C:16]2[CH:17]=[N:18][CH:19]=[CH:20][C:15]=2[NH:14][CH2:13][CH:10]2[CH2:9][CH2:8][N:7]([C:4]3[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=3)[CH2:12][CH2:11]2)=[O:29])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 70034615N4-[1-(4-pyridyl)piperidin-4-ylmethyl]-3,4-pyridinediamine

Product 1

HCID 9955571N3-(4-Methoxybenzoyl)-N4-[1-(4-pyridyl)-piperidin-4-ylmethyl]-3,4-pyridinediamineYield 6.2%

Procedure

Using a similar procedure to that described in Example 2, Part D, N4-[1-(4-pyridyl)piperidin-4-ylmethyl]-3,4-pyridinediamine (110 mg, 0.388 mmol) and 4-methoxybenzoyl chloride (0.66 mL, 0.388 mmol) yielded 10 mg (6%) of the title compound as a hydrochloride salt.

Sources & evidence

ORD record
ord-96574b4e47db45e3af81d2216759e119
Source dataset
uspto-grants-2004_04
Patent number
US06716855B2

Reaction notes

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