HCID 53778282, compound → HCID 22126767, compound

HRID 1005197Notes

Reaction equation

HRID 1005197 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][C:11]1[N:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH:18]2[O:30][CH2:31][C:32]2[CH:41]=[CH:40][C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH:33]=2)=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Br-].[Zn+2].[Br-]>[CH2:1]([O:8][CH2:9][CH2:10][C:11]1[N:16]=[CH:15][C:14]([CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH:18]2[O:30][CH2:31][C:32]2[CH:41]=[CH:40][C:39]3[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH:33]=2)=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 53778282HCID 53778282, compound

Product 1

HCID 22126767HCID 22126767, 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)-6-(2-benzyloxy-ethyl)-3'-(naphthalen-2-ylmethoxy)-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)-6-(2-benzyloxy-ethyl)-3'-(naphthalen-2-ylmethoxy)-1',2',3',4',5',6'-hexahydro-[3,4']bipyridine in the form of a beige gum; MS: 453 (M+H)+.

Sources & evidence

ORD record
ord-823446ae85604a8d976bcd7d7ef1a448
Source dataset
uspto-grants-2000_04
Patent number
US06051712

Reaction notes

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