홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Dimethylformamide → 8-[2,6-dichloro-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-methyl-4-(2-pyridylmethoxy)quinoline

HRID 850180
노트
인쇄 미리보기

반응식

HRID 850180 반응식
[H-].[Na+].CN(C)C=O.[OH:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[N:17]=[C:16]([CH3:19])[CH:15]=[C:14]2[O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1.[Cl:28][C:29]1[C:36]([N:37]([C:39](=[O:56])[CH2:40][NH:41][C:42](=[O:55])[CH:43]=[CH:44][C:45]2[CH:50]=[CH:49][C:48]([C:51](=[O:54])[NH:52][CH3:53])=[CH:47][CH:46]=2)[CH3:38])=[CH:35][CH:34]=[C:33]([Cl:57])[C:30]=1[CH2:31]Br>O>[Cl:28][C:29]1[C:36]([N:37]([C:39](=[O:56])[CH2:40][NH:41][C:42](=[O:55])[CH:43]=[CH:44][C:45]2[CH:46]=[CH:47][C:48]([C:51](=[O:54])[NH:52][CH3:53])=[CH:49][CH:50]=2)[CH3:38])=[CH:35][CH:34]=[C:33]([Cl:57])[C:30]=1[CH2:31][O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[N:17]=[C:16]([CH3:19])[CH:15]=[C:14]2[O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 110867028-Hydroxy-2-methyl-4-(2-pyridylmethoxy)quinolineHCID 538052362,6-dichloro-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyl bromide

생성물 1

HCID 545056398-[2,6-dichloro-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-methyl-4-(2-pyridylmethoxy)quinoline
수율 55.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To an ice-cooled mixture of sodium hydride (40% in oil, 9 mg) and anhydrous N,N-dimethylformamide (1 ml) was added 8-hydroxy-2-methyl-4-(2-pyridylmethoxy)quinoline (53 mg), and the mixture was stirred at the same temperature for 30 minutes. To this mixture was added 2,6-dichloro-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyl bromide (103 mg), and the mixture was stirred at ambient temperature for 2.5 hours. Water (2 ml) was slowly added to the reaction mixture under ice-water cooling and the precipitates were collected by vacuum filtration and washed with water and diethyl ether. The crude product was purified by a preparative thin layer chromatography (chloroform-methanol-ammonium hydroxide) followed by trituration with ethyl acetate to give 8-[2,6-dichloro-3-[N-[4-(methylcarbamoyl)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-methyl-4-(2-pyridylmethoxy)quinoline (77 mg) as a pinkish powder.

후처리

  1. stirringthe mixture was stirred at ambient temperature for 2.5 hours
  2. filtrationthe precipitates were collected by vacuum filtration
  3. washwashed with water and diethyl ether
  4. customThe crude product was purified by a preparative thin layer chromatography (chloroform-methanol-ammonium hydroxide)

출처 및 근거

ORD 기록
ord-60f80bf24d2740bbb1607c62447a3a50
출처 데이터셋
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06015818

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트