HCID 86604495, compound → HCID 22126764, compound

HRID 1858812Notes

Reaction equation

HRID 1858812 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:20]=[N:21][C:22]([CH2:25][CH2:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:23][CH:24]=2)[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]1>[Br-].[Zn+2].[Br-]>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][CH:13]1[CH:18]([C:19]2[CH:20]=[N:21][C:22]([CH2:25][CH2:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:23][CH:24]=2)[CH2:17][CH2:16][NH:15][CH2:14]1

Participants

3

Reactant 1

HCID 86604495HCID 86604495, compound

Product 1

HCID 22126764HCID 22126764, compound

Reagents, catalysts & solvents 1

HCID 10421208Zinc bromideCatalyst

Procedure

In an analogous manner to that described in Example 125(h), from tert-butyl (3'RS,4'RS)-3'-(naphthalen-2-ylmethoxy)-6-(3-phenyl-propyl)-3',4',5',6'-tetrahydro-2'H-[3,4']bipyridine-1'-carboxylate by cleavage of the BOC group by means of anhydrous zinc bromide there was obtained (3'RS,4'RS)-3'-(naphthalen-2-ylmethoxy)-6-(3-phenyl-propyl)-1',2',3',4',5',6'-hexahydro-[3,4']bipyridine in the form of an amorphous, colourless foam; MS: 437 (M+H)+.

Sources & evidence

ORD record
ord-fef744feff274ad0816c1b6247d836aa
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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