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

HRID 2267735Notes

Reaction equation

HRID 2267735 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:14]=[CH:13][CH:12]=[C:11]3[C:7]=2[CH:8]=[C:9]([C:15]([OH:17])=O)[NH:10]3)[CH2:3][CH2:2]1.Cl.Cl.Cl.[NH2:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][C@@H:29]([N:31]2[CH2:36][CH2:35][C@H:34]([OH:37])[C@@H:33]([CH3:38])[CH2:32]2)[CH3:30])[CH2:24][CH2:23]1>>[OH:37][C@H:34]1[CH2:35][CH2:36][N:31]([C@@H:29]([CH3:30])[CH2:28][N:25]2[CH2:24][CH2:23][CH:22]([NH:21][C:15]([C:9]3[NH:10][C:11]4[C:7]([CH:8]=3)=[C:6]([O:5][CH2:4][CH:1]3[CH2:2][CH2:3]3)[CH:14]=[CH:13][CH:12]=4)=[O:17])[CH2:27][CH2:26]2)[CH2:32][C@@H:33]1[CH3:38]

Participants

3

Reactant 2

HCID 668414344-(cyclopropylmethoxy)-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 596002324-Cyclopropylmethoxy-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-cyclopropylmethoxy-1H-indole-2-carboxylic acid, 77 (see example 4) and amine 56.

Sources & evidence

ORD record
ord-07240171cfc6474185c2282fb2f43b30
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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