4-(furan-3-ylmethoxy)-1H-indole-2-carboxylic acid → 4-(Furan-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(S)-2-((3S,4S)-4-hydroxy-3-methyl-piperidin-1-yl)-propyl]-piperidin-4-yl}-amide

HRID 1929076Notes

Reaction equation

HRID 1929076 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([CH2:6][O:7][C:8]2[CH:16]=[CH:15][CH:14]=[C:13]3[C:9]=2[CH:10]=[C:11]([C:17]([OH:19])=O)[NH:12]3)=[CH:2]1.Cl.Cl.Cl.[NH2:23][CH:24]1[CH2:29][CH2:28][N:27]([CH2:30][C@@H:31]([N:33]2[CH2:38][CH2:37][C@H:36]([OH:39])[C@@H:35]([CH3:40])[CH2:34]2)[CH3:32])[CH2:26][CH2:25]1>>[OH:39][C@H:36]1[CH2:37][CH2:38][N:33]([C@@H:31]([CH3:32])[CH2:30][N:27]2[CH2:26][CH2:25][CH:24]([NH:23][C:17]([C:11]3[NH:12][C:13]4[C:9]([CH:10]=3)=[C:8]([O:7][CH2:6][C:3]3[CH:4]=[CH:5][O:1][CH:2]=3)[CH:16]=[CH:15][CH:14]=4)=[O:19])[CH2:29][CH2:28]2)[CH2:34][C@@H:35]1[CH3:40]

Participants

3

Reactant 2

HCID 591526514-(furan-3-ylmethoxy)-1H-indole-2-carboxylic acidHCID 66841745(3S,4S)-1-[(S)-2-(4-Amino-piperidin-1-yl)-1-methyl-ethyl]-3-methyl-piperidin-4-ol tri-hydrochloride

Product 1

HCID 117522854-(Furan-3-ylmethoxy)-1H-indole-2-carboxylic acid {1-[(S)-2-((3S,4S)-4-hydroxy-3-methyl-piperidin-1-yl)-propyl]-piperidin-4-yl}-amide

Procedure

This compound is synthesized analogously to example 1 from 4-(furan-3-ylmethoxy)-1H-indole-2-carboxylic acid, 95 (see example 36) and amine 56.

Sources & evidence

ORD record
ord-d729fe8251f34070ad58db5633695dc0
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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