4-bromo-1H-indole-2-carboxylic acid → 4-Bromo-1H-indole-2-carboxylic acid {1-[2-(3-hydroxy-8-aza-bicyclo[3.2.1]oct-8-yl)-ethyl]-piperidin-4-yl}-amide

HRID 2267942Notes

Reaction equation

HRID 2267942 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([C:11]([OH:13])=O)[NH:6]2.Cl.Cl.Cl.[NH2:17][CH:18]1[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][N:26]2[CH:31]3[CH2:32][CH2:33][CH:27]2[CH2:28][CH:29]([OH:34])[CH2:30]3)[CH2:20][CH2:19]1>>[OH:34][CH:29]1[CH2:30][CH:31]2[N:26]([CH2:25][CH2:24][N:21]3[CH2:22][CH2:23][CH:18]([NH:17][C:11]([C:5]4[NH:6][C:7]5[C:3]([CH:4]=4)=[C:2]([Br:1])[CH:10]=[CH:9][CH:8]=5)=[O:13])[CH2:19][CH2:20]3)[CH:27]([CH2:33][CH2:32]2)[CH2:28]1

Participants

3

Reactant 2

HCID 40426044-bromo-1H-indole-2-carboxylic acidHCID 668415748-[2-(4-Amino-piperidin-1-yl)-ethyl]-8-aza-bicyclo[3.2.1]octan-3-ol trihydrochloride

Product 1

HCID 668414474-Bromo-1H-indole-2-carboxylic acid {1-[2-(3-hydroxy-8-aza-bicyclo[3.2.1]oct-8-yl)-ethyl]-piperidin-4-yl}-amide

Procedure

This compound is synthesized from 4-Bromo-1H-indole-2-carboxylic acid and amine 24 analogously to the method described for 194 (see example 156).

Sources & evidence

ORD record
ord-0ad3e9a686334ed59efb75af582fa910
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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