(2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-1-benzylpyrrolidin-3-yl]-2-piperidinecarboxamide → (2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-pyrrolidin-3-yl]-2-piperidinecarboxamide

HRID 412637Notes

Reaction equation

HRID 412637 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[C:16]([NH:18][C@H:19]1[CH2:23][CH2:22][N:21](CC2C=CC=CC=2)[CH2:20]1)=[O:17]>[OH-].[OH-].[Pd+2]>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C@H:11]1[C:16]([NH:18][C@H:19]1[CH2:23][CH2:22][NH:21][CH2:20]1)=[O:17]

Participants

3

Reactant 1

HCID 9844164(2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-1-benzylpyrrolidin-3-yl]-2-piperidinecarboxamide

Product 1

HCID 57068119(2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-pyrrolidin-3-yl]-2-piperidinecarboxamide

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

The title compound was prepared by a similar method to Example 3 from (2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)benzylpyrrolidin-3-yl]-2-piperidinecarboxamide [see Example 2] and 20% palladium hydroxide on carbon to afford (2S)-1-(1,3-benzoxazol-2-yl)-N2-[(3S)-pyrrolidin-3-yl]-2-piperidinecarboxamide as a brown foam.

Sources & evidence

ORD record
ord-d20917fc282f4d7dbaa7a4cddf65d60f
Source dataset
uspto-grants-2003_05
Patent number
US06562964B1

Reaction notes

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