6-Formyl-4-ethoxy-quinoline-3-carboxylic acid ethyl ester → HCID 178469522, compound

HRID 1297621Notes

Reaction equation

HRID 1297621 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[O:16][CH2:17][CH3:18])=[CH:13][C:12]([CH:19]=O)=[CH:11][CH:10]=2)=[O:5])[CH3:2].[C:21]1([C@@H:27]2[CH2:29][C@H:28]2[NH:30][C:31]2[S:32][CH2:33][C:34](=[O:36])[N:35]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[O:16][CH2:17][CH3:18])=[CH:13][C:12](/[CH:19]=[C:33]1/[C:34](=[O:36])[N:35]=[C:31]([NH:30][C@@H:28]3[CH2:29][C@H:27]3[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[S:32]/1)=[CH:11][CH:10]=2)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 585858096-Formyl-4-ethoxy-quinoline-3-carboxylic acid ethyl esterHCID 178516947HCID 178516947, compound

Product 1

HCID 178469522HCID 178469522, compound

Procedure

Similar procedure as described in example 1g was used, starting from 6-formyl-4-ethoxy-quinoline-3-carboxylic acid ethyl ester (example 9b) and 2-((1R,2S)-2-phenyl-cyclopropylamino)-thiazol-4-one (example 1f) to give 4-ethoxy-6-[4-oxo-2-((1R,2S)-2-phenyl-cyclopropylamino)-4H-thiazol-(5Z)-ylidenemethyl]-quinoline-3-carboxylic acid ethyl ester. LC-MS m/e 488 (MH+).

Sources & evidence

ORD record
ord-8a2a87aae127465698ddc64c0922ae94
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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