Isopropanol → 6-Chloro-2-isopropoxy-4-phenyl-quinoline-3-carboxylic acid ethyl ester

HRID 1497061Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9]2[C:14]([C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:13][C:12]([Cl:22])=[CH:11][CH:10]=2)=[O:5])[CH3:2].[CH3:24][CH:25]([OH:27])[CH3:26]>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:27][CH:25]([CH3:26])[CH3:24])=[N:8][C:9]2[C:14]([C:15]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[CH:13][C:12]([Cl:22])=[CH:11][CH:10]=2)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 3776Isopropanol

HCID 1714247Ethyl 2,6-dichloro-4-phenylquinoline-3-carboxylate

Product 1

HCID 866829336-Chloro-2-isopropoxy-4-phenyl-quinoline-3-carboxylic acid ethyl ester

Procedure

The title compound was prepared in analogy to example 11 step C from 2,6-dichloro-4-phenyl-quinoline-3-carboxylic acid ethyl ester (prepared as described in example 11 step B) and propan-2-ol. Yellow solid (35 mg, 33%). LC-MS: 370 (M+H)+.

Sources & evidence

ORD record: ord-c387f456ae494703b722d7193b39508b
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09199938B2

Reaction notes

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