6-Aminoquinoline → HCID 131725454, compound

HRID 1745077Notes

Reaction equation

HRID 1745077 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.[N:27]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=C=O.[N:35]1[C:44]2[C:39](=[CH:40][C:41]([NH2:45])=[CH:42][CH:43]=2)[CH:38]=[CH:37][CH:36]=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]([NH:27][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[O:7])[C@H:9]([C:24]([NH:45][C:41]2[CH:40]=[C:39]3[C:44](=[CH:43][CH:42]=2)[N:35]=[CH:36][CH:37]=[CH:38]3)=[O:26])[CH2:10]1

Participants

4

Reactant 3

HCID 113736-AminoquinolineHCID 206036Pentane, 1-isocyanato-HCID 131725417(2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725454HCID 131725454, 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, 1-isocyanatopentane, and 6-quinolinamine the title compound was obtained in 54% purity by LC/MS. MS(ESI+): m/z=542.6.

Sources & evidence

ORD record
ord-0400c1b991994791944cc89f29351a43
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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