3-Chloro-2-methylbenzoic acid → HCID 53732632, compound

HRID 2396005Notes

Reaction equation

HRID 2396005 reaction equation
[Cl:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=O.[NH2:12][CH:13]1[CH:18]2[CH2:19][CH2:20][N:15]([CH2:16][CH2:17]2)[CH2:14]1.N[C@H]1C2CCN(CC2)C1>>[N:15]12[CH2:20][CH2:19][CH:18]([CH2:17][CH2:16]1)[C@H:13]([NH:12][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][CH:10]=[C:2]([Cl:1])[C:3]=1[CH3:11])[CH2:14]2

Participants

4

Reactant 3

HCID 820103-Chloro-2-methylbenzoic acidHCID 1232383-AminoquinuclidineHCID 719216(S)-quinuclidin-3-amine

Product 1

HCID 53732632HCID 53732632, compound

Procedure

Proceeding as in Example 1, Method A, but replacing 2,3-dimethylbenzoic acid with 3-chloro-2-methylbenzoic 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)-3-chloro-2-methylbenzamide.

Sources & evidence

ORD record
ord-38e982e88c8a4056ba8ab3eedcff749c
Source dataset
uspto-grants-1996_02
Patent number
US05491148

Reaction notes

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