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

HRID 387939노트

반응식

HRID 387939 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-20a45e5f3f5b4017b65ccd6a4a1d1d8b
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372981B2

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