6-Aminoquinoline → HCID 131725456, compound

HRID 1745081Notes

Reaction equation

HRID 1745081 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.[Cl:27][C:28]1[CH:33]=[C:32]([N:34]=C=O)[CH:31]=[C:30]([Cl:37])[CH:29]=1.[N:38]1[C:47]2[C:42](=[CH:43][C:44]([NH2:48])=[CH:45][CH:46]=2)[CH:41]=[CH:40][CH:39]=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:34][C:32]2[CH:33]=[C:28]([Cl:27])[CH:29]=[C:30]([Cl:37])[CH:31]=2)=[O:7])[C@H:9]([C:24]([NH:48][C:44]2[CH:43]=[C:42]3[C:47](=[CH:46][CH:45]=2)[N:38]=[CH:39][CH:40]=[CH:41]3)=[O:26])[CH2:10]1

Participants

4

Reactant 3

HCID 113736-AminoquinolineHCID 944603,5-Dichlorophenyl isocyanateHCID 131725417(2S,4EZ)-1-(tert-butoxycarbonyl)-4-{[(3,4-dichlorobenzyl)oxy]imino}-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725456HCID 131725456, 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, 1,3-dichloro-5-isocyanatobenzene, and 6-quinolinamine the title compound was obtained in 66% purity by LC/MS. MS(ESI+): m/z=617.2.

Sources & evidence

ORD record
ord-e2eab1c88a2f4b69a40065a536c8d0ee
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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