4-(6-Methoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-piperidin-4-yl}-amide → 4-(6-Methoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(S)-2-(4-hydroxy-piperidin-1-yl)-propyl]-piperidin-4-yl}-amide

HRID 2267839Notes

Reaction equation

HRID 2267839 reaction equation
[C@H:1]1([CH2:11][N:12]2[CH2:17][CH2:16][CH:15]([NH:18][C:19]([C:21]3[NH:22][C:23]4[C:28]([CH:29]=3)=[C:27]([O:30][CH2:31][C:32]3[C:36]5[CH:37]=[CH:38][C:39]([O:41][CH3:42])=[CH:40][C:35]=5[O:34][CH:33]=3)[CH:26]=[CH:25][CH:24]=4)=[O:20])[CH2:14][CH2:13]2)[C@@H]2N(CCCC2)CC[CH2:2]1.Cl.Cl.Cl.NC1CCN(C[C@@H]([N:56]2[CH2:61][CH2:60][CH:59]([OH:62])[CH2:58][CH2:57]2)C)CC1>>[OH:62][CH:59]1[CH2:60][CH2:61][N:56]([C@@H:1]([CH3:2])[CH2:11][N:12]2[CH2:13][CH2:14][CH:15]([NH:18][C:19]([C:21]3[NH:22][C:23]4[C:28]([CH:29]=3)=[C:27]([O:30][CH2:31][C:32]3[C:36]5[CH:37]=[CH:38][C:39]([O:41][CH3:42])=[CH:40][C:35]=5[O:34][CH:33]=3)[CH:26]=[CH:25][CH:24]=4)=[O:20])[CH2:16][CH2:17]2)[CH2:57][CH2:58]1

Participants

3

Reactant 2

HCID 596002534-(6-Methoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-piperidin-4-yl}-amideHCID 66841433HCID 66841433, compound

Product 1

HCID 114443724-(6-Methoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(S)-2-(4-hydroxy-piperidin-1-yl)-propyl]-piperidin-4-yl}-amide

Procedure

This compound is synthesized from 4-(6-methoxy-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid (120, see example 86) and amine 50 analogously to the method described in example 1.

Sources & evidence

ORD record
ord-528793f7f3394e5aaab91ea844682aa4
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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