(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride → HCID 52949186, compound

HRID 249903Notes

Reaction equation

HRID 249903 reaction equation
[CH2:1]([N:3]([CH2:16][CH3:17])[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.[NH2:21][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:13]([C:9]3[CH:10]=[CH:11][CH:12]=[C:6]4[O:5][C:4]([N:3]([CH2:1][CH3:2])[CH2:16][CH3:17])=[N:8][C:7]=34)=[O:15])[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 66873632HCID 66873632, compound

Product 1

HCID 52949186HCID 52949186, compound

Procedure

Following general procedure GP-C2, lithium 2-(diethylamino)benzoxazole-4-carboxylate and (S)-(−)-3-aminoquinuclidine dihydrochloride were coupled to provide (S)—N-(quinuclidine-8-yl)-2-diethylaminobenzoxazole-4-carboxamide, which was converted to the hydrochloride salt following general procedure GP-D1. 1H NMR and MS consistent.

Sources & evidence

ORD record
ord-09992d03c1b841a69894833f66605c02
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

Loading…