[3-(4-chloro-1H-benzoimidazol-2-yl)-propyl]methyl-amine → rac-(1R*,2R*,4R*)-2-(2-{[3-(4-Chloro-1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-5-phenyl-bicyclo[2.2.2]oct-5-en-2-ol

HRID 220319Notes

Reaction equation

HRID 220319 reaction equation
[OH:1][C:2]1([CH2:16][C:17](O)=O)[CH2:7][CH:6]2[CH2:8][CH2:9][CH:3]1[CH:4]=[C:5]2[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Cl:20][C:21]1[C:29]2[N:28]=[C:27]([CH2:30][CH2:31][CH2:32][NH:33][CH3:34])[NH:26][C:25]=2[CH:24]=[CH:23][CH:22]=1>>[Cl:20][C:21]1[C:29]2[N:28]=[C:27]([CH2:30][CH2:31][CH2:32][N:33]([CH3:34])[CH2:17][CH2:16][C:2]3([OH:1])[CH2:7][CH:6]4[CH2:8][CH2:9][CH:3]3[CH:4]=[C:5]4[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[NH:26][C:25]=2[CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 60787078[3-(4-chloro-1H-benzoimidazol-2-yl)-propyl]methyl-amineHCID 66878002HCID 66878002, compound

Product 1

HCID 68415466rac-(1R*,2R*,4R*)-2-(2-{[3-(4-Chloro-1H-benzoimidazol-2-yl)-propyl]-methyl-amino}-ethyl)-5-phenyl-bicyclo[2.2.2]oct-5-en-2-ol

Procedure

Prepared according to procedures P2.2 to P2.3 in Example 21 using rac-(1R*,2R*,4R*)-(2-hydroxy-5-phenyl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid and [3-(4-chloro-1H-benzoimidazol-2-yl)-propyl]methyl-amine.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ff45ae2c33914e36967b7a75663f0681
Source dataset
uspto-grants-2012_06
Patent number
US08202885B2

Reaction notes

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