Hydrochloric Acid → 2-((S)-1-Carboxy-2-phenyl-ethylamino)-6-chloro-quinoline-3-carboxylic acid

HRID 2065590

反応式

HRID 2065590 の反応式
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[NH2:16][C@H:17]([C:25]([OH:27])=[O:26])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+].Cl>O>[C:25]([C@@H:17]([NH:16][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1)[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([OH:27])=[O:26]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6140L-PhenylalanineHCID 11430Potassium CarbonateHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

生成物 1

HCID 451098742-((S)-1-Carboxy-2-phenyl-ethylamino)-6-chloro-quinoline-3-carboxylic acid収率 57%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
135 °C

実験手順

A mixture of 2,6-dichloroquinoline-3-carboxylic acid (243 mg, 1 mmol), L-phenylalanine (330 mg, 2 mmol) and potassium carbonate (415 mg, 3 mmol) in water (3 mL) is stirred for 24 h at 135° C. in closed reaction vial. After cooling, the reaction mixture is acidified by addition of 2N HCl, and the precipitated solid is collected on filter, washed with water and recrystallized from DMF-water to give the title compound (211 mg, 57%) as yellow needles.

後処理

  1. temperatureAfter cooling
  2. customthe precipitated solid is collected
  3. filtrationon filter
  4. washwashed with water
  5. customrecrystallized from DMF-water

出典と根拠

ORDレコード
ord-2c16d953b3ca48a082211eb59611e8e7
出典データセット
uspto-grants-2012_10
特許番号
US08288549B2

関連ノート

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