(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride → HCID 66874198, compound

HRID 249928Notes

Reaction equation

HRID 249928 reaction equation
[CH2:1]([N:8]1[CH2:13][C@H:12]([CH3:14])[N:11]([C:15]2[O:16][C:17]3[C:18](=[C:20]([C:24](O)=[O:25])[CH:21]=[CH:22][CH:23]=3)[N:19]=2)[C@@H:10]([CH3:27])[C:9]1=[O:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.Cl.[NH2:31][C@H:32]1[CH:37]2[CH2:38][CH2:39][N:34]([CH2:35][CH2:36]2)[CH2:33]1>>[N:34]12[CH2:33][C@@H:32]([NH:31][C:24]([C:20]3[CH:21]=[CH:22][CH:23]=[C:17]4[O:16][C:15]([N:11]5[C@@H:12]([CH3:14])[CH2:13][N:8]([CH2:1][C:2]6[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=6)[C:9](=[O:28])[C@@H:10]5[CH3:27])=[N:19][C:18]=34)=[O:25])[CH:37]([CH2:38][CH2:39]1)[CH2:36][CH2:35]2

Participants

3

Reactant 2

HCID 12494973(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochlorideHCID 66873820HCID 66873820, compound

Product 1

HCID 66874198HCID 66874198, compound

Procedure

Following the general procedure GP-C2, a mixture of 2-((2S,6S)-4-benzyl-2,6-dimethyl-3-oxopiperazine-1-yl)benzoxazole-4-carboxylic acid and (S)-(−)-3-aminoquinuclidine dihydrochloride were coupled to provide (S)—N-(quinuclidine-8-yl) 2-((2S,6S)-4-benzyl-2,6-dimethyl-3-oxopiperazine-1-yl)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-e93c2115ada54fe29e31c9b04c310ef9
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

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