(S)-quinuclidin-3-amine → (S)-N-[[[1-Azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-methoxybenzamide

HRID 1030492

Reaction equation

HRID 1030492 reaction equation
[NH2:1][C@H:2]1[CH:7]2[CH2:8][CH2:9][N:4]([CH2:5][CH2:6]2)[CH2:3]1.[CH3:10][O:11][C:12]1[CH:22]=[CH:21][CH:20]=[CH:19][C:13]=1[C:14]([N:16]=[C:17]=[O:18])=[O:15].C([O-])(=O)/C=C/C([O-])=O>>[N:4]12[CH2:9][CH2:8][CH:7]([CH2:6][CH2:5]1)[C@H:2]([NH:1][C:17]([NH:16][C:14](=[O:15])[C:13]1[CH:19]=[CH:20][CH:21]=[CH:22][C:12]=1[O:11][CH3:10])=[O:18])[CH2:3]2

Participants

4

Reactant 3

HCID 719216(S)-quinuclidin-3-amineHCID 5460307FumarateHCID 14119328HCID 14119328, compound

Product 1

HCID 15616384(S)-N-[[[1-Azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-methoxybenzamide

Procedure

The above compound was prepared, following the procedure of Example 1, from (S)-3-aminoquinuclidine (0.63 g, 5 mmol) and 2-methoxybenzoyl isocyanate (1.26 g, 7 mmol). The product (1.44 g) was converted to the 1:1 fumarate, mp 158°-159° C. (dec).

Workup

  1. customThe above compound was prepared

Sources & evidence

ORD record
ord-124723a86c904f6d8aa9fa56a1bdf0db
Source dataset
uspto-grants-1992_04
Patent number
US05106843

Linked notes

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