3-Aminoquinuclidine → HCID 15656866, compound

HRID 2396009Notes

Reaction equation

HRID 2396009 reaction equation
[CH2:1]([C:3]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:4]=1[C:5]([O:7]CC)=O)[CH3:2].[NH2:15][C@H:16]1[CH:21]2[CH2:22][CH2:23][N:18]([CH2:19][CH2:20]2)[CH2:17]1.NC1C2CCN(CC2)C1>>[N:18]12[CH2:23][CH2:22][CH:21]([CH2:20][CH2:19]1)[CH:16]([NH:15][C:5](=[O:7])[C:4]1[CH:10]=[CH:11][CH:12]=[C:13]([CH3:14])[C:3]=1[CH2:1][CH3:2])[CH2:17]2

Participants

4

Reactant 3

HCID 1232383-AminoquinuclidineHCID 719216(S)-quinuclidin-3-amineHCID 10987102HCID 10987102, compound

Product 1

HCID 15656866HCID 15656866, compound

Procedure

Proceeding as in Example 1, Method B, but replacing methyl 3-methoxy-2-methylbenzoate with ethyl 2-ethyl-3-methylbenzoate and (S)-3-amino-1-azabicyclo[2.2.2]octane with (RS)-3-amino-1-azabicyclo[2.2.2]octane gave (RS)-N-(1-azabicyclo[2.2.2]oct-3-yl)-2-ethyl-3-methylbenzamide, m.p. 125° C.

Sources & evidence

ORD record
ord-e6cccb54d7764c8e8ce0bfa36a1a0f29
Source dataset
uspto-grants-1996_02
Patent number
US05491148

Reaction notes

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