(6-Methoxypyridin-3-yl)boronic acid → 4-(6-Methoxy-pyridin-3-yl)-1H-indole-2-carboxylic acid {1-[2-(3-hydroxy-8-aza-bicyclo[3.2.1]oct-8-yl)-ethyl]-piperidin-4-yl}-amide

HRID 1929232Notes

Reaction equation

HRID 1929232 reaction equation
[OH:1][CH:2]1[CH2:8][CH:7]2[N:9]([CH2:10][CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([NH:18][C:19]([C:21]4[NH:22][C:23]5[C:28]([CH:29]=4)=[C:27](Br)[CH:26]=[CH:25][CH:24]=5)=[O:20])[CH2:14][CH2:13]3)[CH:4]([CH2:5][CH2:6]2)[CH2:3]1.[CH3:31][O:32][C:33]1[N:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1>>[OH:1][CH:2]1[CH2:8][CH:7]2[N:9]([CH2:10][CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([NH:18][C:19]([C:21]4[NH:22][C:23]5[C:28]([CH:29]=4)=[C:27]([C:36]4[CH:37]=[N:38][C:33]([O:32][CH3:31])=[CH:34][CH:35]=4)[CH:26]=[CH:25][CH:24]=5)=[O:20])[CH2:14][CH2:13]3)[CH:4]([CH2:5][CH2:6]2)[CH2:3]1

Participants

3

Reactant 2

HCID 2734368(6-Methoxypyridin-3-yl)boronic acidHCID 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

Product 1

HCID 596001644-(6-Methoxy-pyridin-3-yl)-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 compound 197 (see example 175) and (6-methoxy-pyridin-3-yl)-boronic acid analogously to the method described in Example 156.

Sources & evidence

ORD record
ord-591983561d2a433cbe6b11206d7c4196
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

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