HCID 58739335, compound → HCID 86591297, compound

HRID 720467Notes

Reaction equation

HRID 720467 reaction equation
[O:1]=[C:2]1[C@H:6]2[CH2:7][N:8]([C:11]([O:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[O:12])[CH2:9][CH2:10][C@@H:5]2[CH2:4][CH2:3]1>C(N(CC)CC)C>[O:1]=[C:2]1[C@@H:6]2[CH2:7][N:8]([C:11]([O:13][CH2:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[O:12])[CH2:9][CH2:10][C@@H:5]2[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 58739335HCID 58739335, compound

Product 1

HCID 86591297HCID 86591297, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Azabicycles of general formula (114), (115), (116) and (117), wherein R is aryl or heterocycle, R′ is alkyl and R1 is as defined in formula (I), may be prepared as described in Scheme 27. Benzyl (trans)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate, prepared as described in Eur. J. Med. Chem. (1991) 26, 889–906, may be epimerized with a base such as, but not limited to, triethylamine to provide benzyl (cis)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate. Benzyl (cis)-7-oxooctahydro-2H-cyclopenta[c]pyridine-2-carboxylate may be processed as described in Schemes 2–8 to provide azabicycles of general formula (114), (115), (116) and (117).

Workup

  1. custommay be prepared

Sources & evidence

ORD record
ord-fd1941b30081403887ccff58688bd446
Source dataset
uspto-grants-2006_11
Patent number
US07135484B2

Reaction notes

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