6-Aminoquinoline → HCID 69250795, compound

HRID 1745237Notes

Reaction equation

HRID 1745237 reaction equation
C(O[C:6]([N:8]1[CH2:15][C:14](=[CH2:16])[CH2:13][C@H:9]1[C:10]([OH:12])=O)=[O:7])(C)(C)C.[O:17]=[C:18]1[C:23](C(Cl)=O)=[CH:22][CH:21]=[C:20]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])[O:19]1.[N:32]1[C:41]2[C:36](=[CH:37][C:38]([NH2:42])=[CH:39][CH:40]=2)[CH:35]=[CH:34][CH:33]=1>>[CH2:16]=[C:14]1[CH2:15][N:8]([C:6]([C:23]2[C:18](=[O:17])[O:19][C:20]([CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:21][CH:22]=2)=[O:7])[C@H:9]([C:10]([NH:42][C:38]2[CH:37]=[C:36]3[C:41](=[CH:40][CH:39]=2)[N:32]=[CH:33][CH:34]=[CH:35]3)=[O:12])[CH2:13]1

Participants

4

Reactant 3

HCID 113736-AminoquinolineHCID 21727417(2S)-1-((tert-butoxy)carbonyl)-4-methylidenepyrrolidine-2-carboxylic acidHCID 222235122-oxo-6-pentyl-2H-pyran-3-carbonyl chloride

Product 1

HCID 69250795HCID 69250795, compound

Procedure

Following the general method as outlined in Example 22, starting from 1-(tert-butoxycarbonyl)-4-methyleneproline, 2-oxo-6-pentyl-2H-pyran-3-carbonyl chloride, and 6-quinolinamine the title compound was obtained in 48% purity by LC/MS. (ESI+): m/z=446.2.

Sources & evidence

ORD record
ord-82a22516f64e4a7cb2a2580866d1c678
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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