4-(5,6-dimethyl-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-piperidin-4-yl}-amide dihydrochloride → 4-(5,6-Dimethyl-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[2-((3S,4S)-4-hydroxy-3-methyl-piperidin-1-yl)-ethyl]-piperidin-4-yl}-amide dihydrochloride
Reaction equation
[ClH:1].Cl.[C@H]1(CN2CCC([NH:20][C:21]([C:23]3[NH:24][C:25]4[C:30]([CH:31]=3)=[C:29]([O:32][CH2:33][C:34]3[C:38]5[CH:39]=[C:40]([CH3:44])[C:41]([CH3:43])=[CH:42][C:37]=5[O:36][CH:35]=3)[CH:28]=[CH:27][CH:26]=4)=[O:22])CC2)[C@@H]2N(CCCC2)CCC1.Cl.Cl.Cl.N[CH:49]1[CH2:54][CH2:53][N:52]([CH2:55][CH2:56][N:57]2[CH2:62][CH2:61][C@H:60]([OH:63])[C@@H:59]([CH3:64])[CH2:58]2)[CH2:51][CH2:50]1>>[ClH:1].[ClH:1].[OH:63][C@H:60]1[CH2:61][CH2:62][N:57]([CH2:56][CH2:55][N:52]2[CH2:53][CH2:54][CH:49]([NH:20][C:21]([C:23]3[NH:24][C:25]4[C:30]([CH:31]=3)=[C:29]([O:32][CH2:33][C:34]3[C:38]5[CH:39]=[C:40]([CH3:44])[C:41]([CH3:43])=[CH:42][C:37]=5[O:36][CH:35]=3)[CH:28]=[CH:27][CH:26]=4)=[O:22])[CH2:50][CH2:51]2)[CH2:58][C@@H:59]1[CH3:64]Participants
3
Reactant 2
Product 1
Procedure
This compound is synthesized from 4-(5,6-dimethyl-benzofuran-3-ylmethoxy)-1H-indole-2-carboxylic acid (127, see example 104) and amine 14 analogously to the method described in example 1.
Sources & evidence
- ORD record
- ord-b5419b7d36a84ae6907ae91f4e6398c2
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08183366B2
Reaction notes
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