(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride → HCID 52941871, compound

HRID 249877Notes

Reaction equation

HRID 249877 reaction equation
[CH:1]([N:4]([CH3:17])[C:5]1[O:6][C:7]2[C:8](=[C:10]([C:14]([O-:16])=O)[CH:11]=[CH:12][CH:13]=2)[N:9]=1)([CH3:3])[CH3:2].[Li+].Cl.Cl.[NH2:21][C@H:22]1[CH:27]2[CH2:28][CH2:29][N:24]([CH2:25][CH2:26]2)[CH2:23]1>>[N:24]12[CH2:23][C@@H:22]([NH:21][C:14]([C:10]3[CH:11]=[CH:12][CH:13]=[C:7]4[O:6][C:5]([N:4]([CH:1]([CH3:2])[CH3:3])[CH3:17])=[N:9][C:8]=34)=[O:16])[CH:27]([CH2:28][CH2:29]1)[CH2:26][CH2:25]2

Participants

3

Reactant 2

HCID 12494973(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochlorideHCID 66873286HCID 66873286, compound

Product 1

HCID 52941871HCID 52941871, compound

Procedure

Following general procedure GP-C1, a mixture of lithium 2-(isopropyl(methyl)amino)benzoxazole-4-carboxylate and (S)-(−)-3-aminoquinuclidine dihydrochloride were coupled to afford (S)—N-(quinuclidine-8-yl)-2-(isopropyl(methyl)amino)benzoxazole-4-carboxamide which was converted to the hydrochloride salt following general procedure GP-D1. 1H NMR and MS consistent.

Sources & evidence

ORD record
ord-ee7b3f3d3e0f430893958a28574a7f52
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

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