Piperidine → 3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-N-(6-piperidin-1-ylmethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionamide

HRID 32075Notes

Reaction equation

HRID 32075 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]([NH:13][C:14](=[O:37])[CH2:15][CH:16]([NH:23][S:24]([C:27]1[CH:36]=[CH:35][C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH:28]=1)(=[O:26])=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:8][CH2:7][CH2:6]2)=O.[NH:38]1[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>>[CH:28]1[C:29]2[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:35]=[CH:36][C:27]=1[S:24]([NH:23][CH:16]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:15][C:14]([NH:13][CH:9]1[C:10]2[C:5](=[CH:4][C:3]([CH2:1][N:38]3[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]3)=[CH:12][CH:11]=2)[CH2:6][CH2:7][CH2:8]1)=[O:37])(=[O:26])=[O:25]

Participants

3

Reactant 2

HCID 8082PiperidineHCID 86598503N-(6-formyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-propionamide

Product 1

HCID 117535333-(naphthalen-2-yl-sulfonylamino)-3-phenyl-N-(6-piperidin-1-ylmethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionamide

Procedure

The title compound was prepared from N-(6-formyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-3-(naphthalen-2-yl-sulfonylamino)-3-phenyl-propionamide (Step G) by reductive amination with piperidine similar to that described in Example 1, Step H. MS (+ESI m/z): 582 (M+H)+.

Sources & evidence

ORD record
ord-c2d6f8a902b74aac8484502d77a70911
Source dataset
uspto-grants-2008_09
Patent number
US07425631B2

Reaction notes

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