(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride → HCID 66874275, compound

HRID 249899Notes

Reaction equation

HRID 249899 reaction equation
[CH3:1][N:2]([CH3:16])[C:3]1[O:4][C:5]2[C:6](=[C:8]([C:13]([O-:15])=O)[CH:9]=[C:10]([Cl:12])[CH:11]=2)[N:7]=1.[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:8]3[CH:9]=[C:10]([Cl:12])[CH:11]=[C:5]4[O:4][C:3]([N:2]([CH3:1])[CH3:16])=[N:7][C:6]=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 66874132HCID 66874132, compound

Product 1

HCID 66874275HCID 66874275, compound

Procedure

Following general procedure GP-C1, lithium 2-(dimethylamino)-6-chlorobenzoxazole-4-carboxylate and (S)-(−)-3-aminoquinuclidine dihydrochloride were coupled to provide (S)—N-(quinuclidine-8-yl)-6-chloro-2-(dimethylamino)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-c01e52e7656a4b46830933ed3b7b6f23
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

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