3,4-Diaminoquinoline → 4-Amino-3-(1-azabicyclo[3.3.0]octan-5-yl)methylcarbonylaminoquinoline

HRID 1647723Notes

Reaction equation

HRID 1647723 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH2:12])=[CH:9][CH:8]=[CH:7][CH:6]=2.Cl.Cl[C:15]([CH2:17][C:18]12[CH2:25][CH2:24][CH2:23][N:22]1[CH2:21][CH2:20][CH2:19]2)=[O:16]>>[NH2:12][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[NH:1][C:15]([CH2:17][C:18]12[CH2:19][CH2:20][CH2:21][N:22]1[CH2:23][CH2:24][CH2:25]2)=[O:16]

Participants

3

Reactant 2

HCID 15142893,4-DiaminoquinolineHCID 199217645-Chlorocarbonylmethyl-1-azabicyclo[3.3.0]octane hydrochloride

Product 1

HCID 106387084-Amino-3-(1-azabicyclo[3.3.0]octan-5-yl)methylcarbonylaminoquinolineYield 53%

Procedure

3,4-Diaminoquinoline and 5-chlorocarbonylmethyl-1-azabicyclo[3.3.0]octane hydrochloride were reacted in the same manner as in Example 3 to obtain the titled compound in a yield of 53.0%.

Sources & evidence

ORD record
ord-243a268856e94107a4be7ad81093d7e5
Source dataset
uspto-grants-1995_07
Patent number
US05434165

Reaction notes

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