3-Aminoquinuclidine → N-[[[1-Azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-methoxybenzamide

HRID 703410

Reaction equation

[NH2:1][CH: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]>>[N:4]12[CH2:9][CH2:8][CH:7]([CH2:6][CH2:5]1)[CH: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

Reactant 2

HCID 1232383-Aminoquinuclidine

HCID 141193282-Methoxybenzoyl isocyanate

Product 1

HCID 15616380N-[[[1-Azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-methoxybenzamideYield 105.5%

Procedure

This compound was prepared by the procedure of example 1, using 3-aminoquinuclidine (0.63 g, 5 mmol) and 2-methoxybenzoyl isocyanate (1.0 g, 5 mmol), giving crude title product (1.6 g) which was purified as its 1:1 fumarate mp 187°-188° C. (0.79 g)

Workup

customThis compound was prepared by the procedure of example 1

Sources & evidence

ORD record: ord-56d6b96aa0874275869dd2bbaad40d3b
Source dataset: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04983600

Linked notes

Loading…