3-Aminoquinuclidine → HCID 15616367, compound

HRID 703408Notes

Reaction equation

HRID 703408 reaction equation
[NH2:1][CH:2]1[CH:7]2[CH2:8][CH2:9][N:4]([CH2:5][CH2:6]2)[CH2:3]1.[Cl:10][C:11]1[CH:12]=[C:13]([CH:20]=[C:21]([Cl:23])[CH:22]=1)[C:14]([NH:16][C:17](N)=[O:18])=[O:15]>N1C=CC=CC=1>[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:20]=[C:21]([Cl:23])[CH:22]=[C:11]([Cl:10])[CH:12]=1)=[O:18])[CH2:3]2

Participants

4

Reactant 2

HCID 1232383-AminoquinuclidineHCID 15616366HCID 15616366, compound

Product 1

HCID 15616367HCID 15616367, compoundYield 28.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-Aminoquinuclidine (1.26 g, 10 mmol) and 3,5-dichlorobenzoylurea (2.2 g, 9.44 mmol) in pyridine (15 ml) were stirred and refluxed overnight under nitrogen, filtered hot and allowed to cool to room temperature. The precipitated solid was collected, washed with ethyl acetate and dried to give the title compound (0.93 g) which was converted to the hydrochloride, monohydrate mp 253°-254° C.

Workup

  1. temperaturerefluxed overnight under nitrogen
  2. filtrationfiltered hot
  3. customThe precipitated solid was collected
  4. washwashed with ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-c877e9cbd6d54d79846ff407b9e1517b
Source dataset
uspto-grants-1991_01
Patent number
US04983600

Reaction notes

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