(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride → HCID 66873852, compound

HRID 249872Notes

Reaction equation

HRID 249872 reaction equation
[CH2:1]([N:3]([CH3:16])[C:4]1[O:5][C:6]2[C:7](=[C:9]([C:13]([O-:15])=O)[CH:10]=[CH:11][CH:12]=2)[N:8]=1)[CH3:2].[Li+].Cl.Cl.[NH2:20][C@H:21]1[CH:26]2[CH2:27][CH2:28][N:23]([CH2:24][CH2:25]2)[CH2:22]1>>[N:23]12[CH2:22][C@@H:21]([NH:20][C:13]([C:9]3[CH:10]=[CH:11][CH:12]=[C:6]4[O:5][C:4]([N:3]([CH2:1][CH3:2])[CH3:16])=[N:8][C:7]=34)=[O:15])[CH:26]([CH2:27][CH2:28]1)[CH2:25][CH2:24]2

Participants

3

Reactant 2

HCID 12494973(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochlorideHCID 66873802HCID 66873802, compound

Product 1

HCID 66873852HCID 66873852, compound

Procedure

Following general procedure GP-C1, a mixture of lithium 2-(ethyl(methyl)amino)benzoxazole-4-carboxylate and (S)-(−)-3-aminoquinuclidine dihydrochloride were coupled and to afford (S)—N-(quinuclidine-8-yl)-2-(ethyl(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-afcc94de46e249ba865cd838aae637e5
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

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