1-(4-Pyridinyl)-4-piperidinecarbonyl chloride → HCID 22721784, compound

HRID 1975990Notes

Reaction equation

HRID 1975990 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH:10]([C:13](Cl)=[O:14])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.[NH2:16][CH2:17][CH:18]([NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[C:30]([O:29][C:27]([NH:26][CH:18]([CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH2:17][NH:16][C:13]([CH:10]1[CH2:11][CH2:12][N:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[CH2:8][CH2:9]1)=[O:14])=[O:28])([CH3:33])([CH3:31])[CH3:32]

Participants

3

Reactant 2

HCID 111837001-(4-Pyridinyl)-4-piperidinecarbonyl chlorideHCID 114140422-(Boc-amino)-3-phenylpropylamine

Product 1

HCID 22721784HCID 22721784, compoundYield 39%

Procedure

Using an analogous procedure to that described in the second paragraph of the portion of Example 2 which is concerned with the preparation of starting materials, 1-(4-pyridyl)piperidine-4-carbonyl chloride was reacted with 1-amino-2-(tert-butoxycarbonylamino)-3-phenylpropane to give N-[2-(tert-butoxycarbonylamino)-3-phenylpropyl]-1-(4-pyridyl)piperidine-4-carboxamide in 39% yield.

Sources & evidence

ORD record
ord-69209a651f6346b39b7b76805bea50b7
Source dataset
uspto-grants-2001_05
Patent number
US06225309B1

Reaction notes

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