Lithium Hydroxide → 5-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoline-8-carboxylic acid

HRID 2409775ノート

反応式

HRID 2409775 の反応式
C([O:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([C:16]2[C:21]([F:22])=[C:20]([O:23][CH3:24])[CH:19]=[C:18]([O:25][CH3:26])[C:17]=2[Cl:27])=[C:10]2[C:15]=1[N:14]=[CH:13][CH:12]=[CH:11]2)=[O:5])C.[Li+].[OH-].C1COCC1>O>[Cl:27][C:17]1[C:18]([O:25][CH3:26])=[CH:19][C:20]([O:23][CH3:24])=[C:21]([F:22])[C:16]=1[C:9]1[CH:8]=[CH:7][C:6]([C:4]([OH:5])=[O:3])=[C:15]2[C:10]=1[CH:11]=[CH:12][CH:13]=[N:14]2

参加物

5

反応物 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 59292845HCID 59292845、化合物

生成物 1

HCID 866411485-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoline-8-carboxylic acid収率 96.8%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 5-(2-chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoline-8-carboxylic acid ethyl ester (Step 176.2) (235 mg, 0.60 mmol), a 2 N aqueous solution of LiOH (3 mL) and THF (3 mL) was stirred for 20 h at rt, diluted with H2O and extracted with Et2O. The aqueous layer was acidified to pH 4 by addition of a 2 N aqueous solution of HCl. The resulting white precipitate was collected by vacuum filtration providing 210 mg of the title compound: ESI-MS: 362.1 [M+H]+; tR=4.24 min (System 1).

後処理

  1. extractionextracted with Et2O
  2. additionThe aqueous layer was acidified to pH 4 by addition of a 2 N aqueous solution of HCl
  3. filtrationThe resulting white precipitate was collected by vacuum filtration

出典と根拠

ORDレコード
ord-5b8ff1cc286d4594bc4b202849c3383a
出典データセット
uspto-grants-2014_08
特許番号
US08815901B2

反応ノート

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