6-Aminoquinoline → HCID 131725515, compound

HRID 1745167Notes

Reaction equation

C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH2:15][CH3:16])[CH2:10][C@H:9]1[C:17]([OH:19])=O)=[O:7])(C)(C)C.[CH3:20][O:21][CH2:22]C(Cl)=O.[N:26]1[C:35]2[C:30](=[CH:31][C:32]([NH2:36])=[CH:33][CH:34]=2)[CH:29]=[CH:28][CH:27]=1>>[CH2:15]([O:14][N:13]=[C:11]1[CH2:12][N:8]([C:6](=[O:7])[CH2:22][O:21][CH3:20])[C@H:9]([C:17]([NH:36][C:32]2[CH:31]=[C:30]3[C:35](=[CH:34][CH:33]=2)[N:26]=[CH:27][CH:28]=[CH:29]3)=[O:19])[CH2:10]1)[CH3:16]

Participants

Reactant 3

HCID 113736-Aminoquinoline

HCID 96623Methoxyacetyl chloride

HCID 58714540(2S,4EZ)-1-(tertbutoxycarbonyl)-4-(ethoxyirnino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725515HCID 131725515, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(ethoxyimino)-2-pyrrolidinecarboxylic acid, methoxyacetyl chloride, and 6-quinolinamine the title compound was obtained in 81% purity by LC/MS. MS(ESI+): m/z=371.2.

Sources & evidence

ORD record: ord-b0bfb85105494e9eba8d69f4642a4514
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07018988B2

Reaction notes

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