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

HRID 2065590

반응식

HRID 2065590 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
135 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-2c16d953b3ca48a082211eb59611e8e7
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288549B2

연결된 노트

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