o-Benzylbenzoic acid → HCID 54496901, compound

HRID 2396006Notes

Reaction equation

HRID 2396006 reaction equation
[CH2:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:17][CH:18]1[CH:23]2[CH2:24][CH2:25][N:20]([CH2:21][CH2:22]2)[CH2:19]1.N[C@H]1C2CCN(CC2)C1>>[N:20]12[CH2:25][CH2:24][CH:23]([CH2:22][CH2:21]1)[C@H:18]([NH:17][C:10](=[O:12])[C:9]1[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=1[CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:19]2

Participants

4

Reactant 3

HCID 11924o-Benzylbenzoic acidHCID 1232383-AminoquinuclidineHCID 719216(S)-quinuclidin-3-amine

Product 1

HCID 54496901HCID 54496901, compound

Procedure

Proceeding as in Example 1, Method A, but replacing 2,3-dimethyl benzoic acid with 2-benzylbenzoic acid and (RS)-3-amino-1-azabicyclo[2.2.2]octane with (S)-3-amino-1-azabicyclo[2.2.2]octane gave (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-2-benzylbenzamide.

Sources & evidence

ORD record
ord-f69d38f5961b446a8aac951937ffe8dd
Source dataset
uspto-grants-1996_02
Patent number
US05491148

Reaction notes

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