6-Aminoquinoline → HCID 131725544, compound

HRID 1349192Notes

Reaction equation

HRID 1349192 reaction equation
[CH2:1]([O:4][N:5]=[C:6]1[CH2:10][N:9]([C:11]([O:13]C(C)(C)C)=O)[C@H:8]([C:18]([OH:20])=O)[CH2:7]1)[CH:2]=[CH2:3].[CH3:21][O:22][CH2:23]C(Cl)=O.[N:27]1[C:36]2[C:31](=[CH:32][C:33]([NH2:37])=[CH:34][CH:35]=2)[CH:30]=[CH:29][CH:28]=1>>[CH2:1]([O:4][N:5]=[C:6]1[CH2:10][N:9]([C:11](=[O:13])[CH2:23][O:22][CH3:21])[C@H:8]([C:18]([NH:37][C:33]2[CH:32]=[C:31]3[C:36](=[CH:35][CH:34]=2)[N:27]=[CH:28][CH:29]=[CH:30]3)=[O:20])[CH2:7]1)[CH:2]=[CH2:3]

Participants

4

Reactant 3

HCID 113736-AminoquinolineHCID 96623Methoxyacetyl chlorideHCID 58714562(2S,4EZ)-4-[(allyloxy)imino)-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725544HCID 131725544, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-4-[(allyloxy)-imino]-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic acid, methoxyacetyl chloride, and 6-quinolinamine the title compound was obtained in 71% purity by LC/MS. MS(ESI+): m/z=383.0.

Sources & evidence

ORD record
ord-d075cce51c7a449986f8dae2bec7d59a
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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