Diisopropylethylamine → 4-chloro-7-methoxy-N,N-dimethylquinoline-6-carboxamide

HRID 387939ノート

反応式

HRID 387939 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][C:4]=1[C:14](Cl)=[O:15].COC1C=[C:27]2C(C(=O)C=[CH:25][NH:26]2)=CC=1C(O)=O.C(N(C(C)C)CC)(C)C.O1CCCC1.CNC>O1CCCC1.O>[CH3:25][N:26]([CH3:27])[C:14]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:3]=1[O:2][CH3:1])[N:10]=[CH:9][CH:8]=[C:7]2[Cl:13])=[O:15]

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 22320367Dimethylamine tetrahydrofuranHCID 229364397-Methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acidHCID 229365757-Methoxy-4-chloro-quinoline-6-carbonyl chloride

生成物 1

HCID 589313634-chloro-7-methoxy-N,N-dimethylquinoline-6-carboxamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

After dissolving 7-methoxy-4-chloro-quinoline-6-carbonyl chloride synthesized by the method of Production Example 152-2 from 7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylic acid (1.0 g) in tetrahydrofuran (60 ml), the solution was cooled to 0° C. Diisopropylethylamine (1.6 ml) and a 2.0 M dimethylamine tetrahydrofuran solution (3 ml) were added and the mixture was stirred overnight at room temperature. Water was added, extraction was performed 3 times with ethyl acetate, and the organic layers were combined, washed with water and saturated saline, dried over sodium sulfate and then dried under reduced pressure to obtain the title compound (933 mg).

後処理

  1. extractionextraction
  2. washwashed with water and saturated saline
  3. dry with materialdried over sodium sulfate
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-20a45e5f3f5b4017b65ccd6a4a1d1d8b
出典データセット
uspto-grants-2013_02
特許番号
US08372981B2

反応ノート

読み込み中…