N-(1-Phenethyl-piperidin-3-ylmethyl)-N-phenyl-propionamide → (R)-N-(1-Phenethyl-piperidin-3-ylmethyl)-N-phenyl-propionamide

HRID 479802Notes

Reaction equation

HRID 479802 reaction equation
C(N1CCC[C@H](CNC2C=CC=CC=2)C1)(OC(C)(C)C)=O.C(N1CCC[C@H](CN(C2C=CC=CC=2)C(=O)CC)C1)(OC(C)(C)C)=O.[CH2:47]([N:55]1[CH2:60][CH2:59][CH2:58][CH:57]([CH2:61][N:62]([C:67]2[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=2)[C:63](=[O:66])[CH2:64][CH3:65])[CH2:56]1)[CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1>>[CH2:47]([N:55]1[CH2:60][CH2:59][CH2:58][C@@H:57]([CH2:61][N:62]([C:67]2[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=2)[C:63](=[O:66])[CH2:64][CH3:65])[CH2:56]1)[CH2:48][C:49]1[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=1

Participants

4

Reactant 3

HCID 9950309N-(1-Phenethyl-piperidin-3-ylmethyl)-N-phenyl-propionamideHCID 20598046(R)-N-(1-Boc-piperidin-3-ylmethyl)-anilineHCID 20598047(R)-N-(1-Boc-piperidin-3-ylmethyl)-N-phenyl-propionamide

Product 1

HCID 9906423(R)-N-(1-Phenethyl-piperidin-3-ylmethyl)-N-phenyl-propionamide

Procedure

Following a procedure similar to that described in Examples 4 and 5, (R)-N-(1-Boc-piperidin-3-ylmethyl)-aniline 28 was converted first to (R)-N-(1-Boc-piperidin-3-ylmethyl)-N-phenyl-propionamide 29, and then to (R) N-(1-Phenethyl-piperidin-3-ylmethyl)-N-phenyl-propionamide 30 (LRMS 350).

Sources & evidence

ORD record
ord-03018e75825746518ea5b14a835862c5
Source dataset
uspto-grants-2003_11
Patent number
US06645980B1

Reaction notes

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