(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride → HCID 66873768, compound

HRID 249839Notes

Reaction equation

HRID 249839 reaction equation
C(O[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[O:15][C:16]3[C:17](=[C:19]([C:23]([OH:25])=O)[CH:20]=[CH:21][CH:22]=3)[N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.Cl.[NH2:28][C@H:29]1[CH:34]2[CH2:35][CH2:36][N:31]([CH2:32][CH2:33]2)[CH2:30]1>>[N:31]12[CH2:30][CH:29]([NH:28][C:23]([C:19]3[CH:20]=[CH:21][CH:22]=[C:16]4[O:15][C:14]([N:11]5[CH2:10][CH2:9][N:8]([CH3:6])[CH2:13][C@@H:12]5[C:16]5[CH:17]=[CH:19][CH:20]=[CH:21][CH:22]=5)=[N:18][C:17]=34)=[O:25])[CH:34]([CH2:35][CH2:36]1)[CH2:33][CH2:32]2

Participants

3

Reactant 2

HCID 12494973(3S)-1-azabicyclo[2.2.2]octan-3-amine dihydrochlorideHCID 66873553HCID 66873553, compound

Product 1

HCID 66873768HCID 66873768, compound

Procedure

Following general procedure GP-C1, a mixture of 2-[4-(tert-butoxycarbonyl)piperazin-1-yl]benzoxazole-4-carboxylic acid and (S)-(−)-3-aminoquinuclidine dihydrochloride were coupled to provide (S)—N-(quinuclidine-8-yl)-2-(4-methyl-2-phenylpiperazin-1-yl)benzoxazole-4-carboxamide which was converted to the dihydrochloride salt following general procedure GP-D1 and isolated as a mixture of diastereomers. 1H NMR and MS consistent.

Sources & evidence

ORD record
ord-d5331b9e90d647ea82c6d8d980866f4f
Source dataset
uspto-grants-2011_01
Patent number
US07863271B2

Reaction notes

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