Hydrochloric Acid → 6-Fluoro-2-(4-(morpholinomethyl)phenyl)quinoline-4-carboxylic acid

HRID 516960노트

반응식

HRID 516960 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[O:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([C:26](=O)[CH3:27])=[CH:22][CH:21]=2)[CH2:15][CH2:14]1.[OH-:29].[K+].Cl>C(O)C.O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]=[C:26]([C:23]1[CH:22]=[CH:21][C:20]([CH2:19][N:16]3[CH2:17][CH2:18][O:13][CH2:14][CH2:15]3)=[CH:25][CH:24]=1)[CH:27]=[C:5]2[C:6]([OH:11])=[O:29]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 2365665-FluoroisatinHCID 581376931-(4-(Morpholinomethyl)phenyl)ethanone

생성물 1

HCID 898544116-Fluoro-2-(4-(morpholinomethyl)phenyl)quinoline-4-carboxylic acid수율 76%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

반응 조건

온도
125 °C

실험 절차

In a 20 ml microwave vial, 5-fluoroisatin (650 mg, 4 mmol) was suspended in ethanol (7 ml), then, 1-[4-(morpholinomethyl)phenyl]ethanone (preparation 6) (863 mg, 4 mmol) was added followed by water (7 ml). To this suspension potassium hydroxide (2.21 g, 39 mmol) was added at room temperature. The microwave vial was sealed and the reaction mixture was heated at 125° C. for 20 min under microwave irradiation. The resulting solution was diluted with water (50 ml) and adjusted to pH 7-8 with 10% HCl. The resulting precipitate was filtered and washed with water (50 ml) and ethyl acetate (100 ml) to obtain the desired product as an off-white solid (1.1 g, Yield: 76%).

후처리

  1. customThe microwave vial was sealed
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water (50 ml) and ethyl acetate (100 ml)

출처 및 근거

ORD 기록
ord-5e4397e8cd224994be0546dd8b05d8e5
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115088B2

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