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

HRID 516960ノート

反応式

HRID 516960 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

反応条件

温度
125 °C

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-5e4397e8cd224994be0546dd8b05d8e5
出典データセット
uspto-grants-2015_08
特許番号
US09115088B2

反応ノート

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