6-Aminoquinoline → HCID 131725565, compound

HRID 1745233Notes

Reaction equation

HRID 1745233 reaction equation
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[CH2:10][C@H:9]1[C:24]([OH:26])=O)=[O:7])(C)(C)C.[O:27]=[C:28]1[C:33](C(Cl)=O)=[CH:32][CH:31]=[C:30]([CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])[O:29]1.[N:42]1[C:51]2[C:46](=[CH:47][C:48]([NH2:52])=[CH:49][CH:50]=2)[CH:45]=[CH:44][CH:43]=1>>[Cl:23][C:18]1[CH:17]=[C:16]([CH:21]=[CH:20][C:19]=1[Cl:22])[CH2:15][O:14][N:13]=[C:11]1[CH2:12][N:8]([C:6]([C:33]2[C:28](=[O:27])[O:29][C:30]([CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[CH:31][CH:32]=2)=[O:7])[C@H:9]([C:24]([NH:52][C:48]2[CH:47]=[C:46]3[C:51](=[CH:50][CH:49]=2)[N:42]=[CH:43][CH:44]=[CH:45]3)=[O:26])[CH2:10]1

Participants

4

Reactant 3

HCID 113736-AminoquinolineHCID 222235122-oxo-6-pentyl-2H-pyran-3-carbonyl chlorideHCID 131725417(2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725565HCID 131725565, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid, 2-oxo-6-pentyl-2H-pyran-3-carbonyl chloride, and 6-quinolinamine the title compound was obtained in 70% purity by LC/MS. MS(ESI+): m/z=621.2.

Sources & evidence

ORD record
ord-3330c713c9ba4a6c9e54ec8955b0c1a2
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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