N-(Aminocarbonyl)-2-furancarboxamide → N-[[[1-Azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-furancarboxamide

HRID 1030481Notes

Reaction equation

HRID 1030481 reaction equation
Cl.Cl.[NH2:3][CH:4]1[CH:9]2[CH2:10][CH2:11][N:6]([CH2:7][CH2:8]2)[CH2:5]1.[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]([NH:19][C:20](N)=[O:21])=[O:18].C(N(C(C)C)CC)(C)C.C([O-])(=O)CCC([O-])=O>N1C=CC=CC=1>[N:6]12[CH2:11][CH2:10][CH:9]([CH2:8][CH2:7]1)[CH:4]([NH:3][C:20]([NH:19][C:17]([C:13]1[O:12][CH:16]=[CH:15][CH:14]=1)=[O:18])=[O:21])[CH2:5]2

Participants

6

Reactant 4

HCID 73100N-(Aminocarbonyl)-2-furancarboxamideHCID 81531DiisopropylethylamineHCID 160419SuccinateHCID 197853Quinuclidine, 3-amino-, dihydrochloride

Product 1

HCID 15616405N-[[[1-Azabicyclo[2.2.2]octan-3-yl]amino]carbonyl]-2-furancarboxamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The above compound was prepared, following the procedure of Example 14b, from 3-aminoquinuclidine dihydrochloride (1.0 g, 5 mmol), 2-furoylurea (0.77 g, 5 mmol), and diisopropylethylamine (1.3 g, 10 mmol) in pyridine (20 ml). The product (0.58 g) was converted to the 1:1 succinate mp 156°-159° C.

Workup

  1. customThe above compound was prepared

Sources & evidence

ORD record
ord-591c9d9339804ae6a93ad0786d9c66e6
Source dataset
uspto-grants-1992_04
Patent number
US05106843

Reaction notes

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