1(2H)-Isoquinolinone → 1,2,3,4-Tetrahydro-1-naphthalenecarboxamide

HRID 1721444

Reaction equation

[C:1]1(=[O:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][NH:2]1.[CH3:12][CH2:13]C(N)CCCCC>>[CH:10]1([C:1]([NH2:2])=[O:11])[C:5]2[C:6](=[CH:12][CH:13]=[CH:3][CH:4]=2)[CH2:7][CH2:8][CH2:9]1

Participants

Reactant 2

HCID 102841(2H)-Isoquinolinone

HCID 5473623-Octanamine2×

Product 1

HCID 2720421,2,3,4-Tetrahydro-1-naphthalenecarboxamide

Procedure

A preferred process for preparing 2-(1-azabicyclo 2.2.2!oct-3-yl)-2,3,3a,4,5,6-hexahydro-1H-benz de!isoquinolin-1-one is that in which L is chloro and the 1-azabicyclo 2.2.2!oct-3-ylamine is (S)-1-azabicyclo 2.2.2!oct-3-ylamine and is reacted with the compound of Formula 5 to give N-(1-azabicyclo 2.2.2!oct-3S-yl)-1,2,3,4-tetrahydronaphthalen-1-ylcarboxamide; and preferably wherein the N-(1-azabicyclo 2.2.2!oct-3S-yl)-1,2,3,4-tetrahydronaphthalen-1-ylcarboxamide is then reduced as N-(1-azabicyclo 2.2.2!oct-3S-yl)-1,2,3,4-tetrahydronaphthalen-1S-ylcarboxamide.

Workup

customA preferred process for preparing 2-(1-azabicyclo

Sources & evidence

ORD record: ord-37cc6dfb20b94cda976dde7e2b264d52
Source dataset: uspto-grants-1996_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05510486

Linked notes

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