4-(5-Fluoro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-piperidin-4-yl}-amide → 4-(5-Fluoro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[2-(4-hydroxy-piperidin-1-yl)-ethyl]-piperidin-4-yl}-amide dihydrochloride

HRID 2267813Notes

Reaction equation

HRID 2267813 reaction equation
[C@H]1(C[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]=[C:38]([F:41])[CH:39]=[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)CCC1.[ClH:42].Cl.Cl.NC1CCN([CH2:52][CH2:53][N:54]2[CH2:59][CH2:58][CH:57]([OH:60])[CH2:56][CH2:55]2)CC1>>[ClH:42].[ClH:42].[OH:60][CH:57]1[CH2:58][CH2:59][N:54]([CH2:53][CH2:52][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]=[C:38]([F:41])[CH:39]=[CH:40][C:35]=5[O:34][CH:33]=3)[CH:26]=[CH:25][CH:24]=4)=[O:20])[CH2:14][CH2:13]2)[CH2:55][CH2:56]1

Participants

3

Reactant 2

HCID 596001954-(5-Fluoro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-piperidin-4-yl}-amideHCID 66841786HCID 66841786, compound

Product 1

HCID 668413594-(5-Fluoro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[2-(4-hydroxy-piperidin-1-yl)-ethyl]-piperidin-4-yl}-amide dihydrochloride

Procedure

This compound is synthesized from 4-(5-fluoro-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid (113, see example 60) and amine 21 analogously to the method described in example 1.

Sources & evidence

ORD record
ord-55ebc98867064c289200730f0584f2e6
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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