6-Formyl-4-methoxy-quinoline-3-carboxylic acid methyl ester → HCID 178498734, compound

HRID 1297616Notes

Reaction equation

HRID 1297616 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[O:15][CH3:16])=[CH:12][C:11]([CH:17]=O)=[CH:10][CH:9]=2)=[O:4].[OH:19][CH2:20][C@H:21]([NH:28][C:29]1[S:30][CH2:31][C:32](=[O:34])[N:33]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]2[C:13]([C:14]=1[O:15][CH3:16])=[CH:12][C:11](/[CH:17]=[C:31]1/[C:32](=[O:34])[N:33]=[C:29]([NH:28][C@H:21]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH2:20][OH:19])[S:30]/1)=[CH:10][CH:9]=2)=[O:4]

Participants

3

Reactant 2

HCID 585858446-Formyl-4-methoxy-quinoline-3-carboxylic acid methyl esterHCID 178516949HCID 178516949, compound

Product 1

HCID 178498734HCID 178498734, compound

Procedure

Similar procedure as described in example 1g was used, starting from 6-formyl-4-methoxy-quinoline-3-carboxylic acid methyl ester (example 1e) and 2-((R)-2-hydroxy-1-phenyl-ethylamino)-thiazol-4-one (example 3a) to give 6-[2-((R)-2-hydroxy-1-phenyl-ethylamino)-4-oxo-4H-thiazol-(5Z)-ylidenemethyl]-4-methoxy-quinoline-3-carboxylic acid methyl ester. LC-MS m/e 464 (MH+).

Sources & evidence

ORD record
ord-283bedffb64248b991716a5c89af90b5
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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