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

Cesium carbonate → (E)-3-(3-(2-(4,5-dihydro-1H-imidazol-2-yl)pyridin-4-yloxy)phenyl)-N-(3-isopropylphenyl)acrylamide

HRID 1994153
노트
인쇄 미리보기

반응식

HRID 1994153 반응식
[OH:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH:19]([CH3:21])[CH3:20])[CH:14]=2)=[O:11])[CH:5]=[CH:6][CH:7]=1.Cl[C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29]2[NH:30][CH2:31][CH2:32][N:33]=2)[CH:24]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.O>[NH:30]1[CH2:31][CH2:32][N:33]=[C:29]1[C:25]1[CH:24]=[C:23]([O:1][C:2]2[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH:19]([CH3:21])[CH3:20])[CH:14]=3)=[O:11])[CH:5]=[CH:6][CH:7]=2)[CH:28]=[CH:27][N:26]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 58674642(E)-3-(3-hydroxyphenyl)-N-(3-isopropylphenyl)acrylamideHCID 591349594-chloro-2-(4,5-dihydro-1H-imidazol-2-yl)pyridine

생성물 1

HCID 11661842(E)-3-(3-(2-(4,5-dihydro-1H-imidazol-2-yl)pyridin-4-yloxy)phenyl)-N-(3-isopropylphenyl)acrylamide

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

반응 조건

온도
100 °C

실험 절차

To a solution of (E)-3-(3-hydroxyphenyl)-N-(3-isopropylphenyl)acrylamide (3.20 mmol) in DMF (40 mL) was added 4-chloro-2-(4,5-dihydro-1H-imidazol-2-yl)pyridine (11.2 mmol) and cesium carbonate (16.0 mmol). The heterogeneous mixture was heated at 100° C. for 18 h and then cooled to rt. The mixture was diluted with water and extracted with EtOAc. The combined organic solutions were washed with water and brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography (90:10:1 DCM:MeOH:NH4OH) to give B-2. 1H NMR (300 MHz, d6-DMSO): δ 10.13 (s, 1H), 8.52 (d, J=5.6 Hz, 1H), 7.56-7.61 (m, 3H), 7.50-7.54 (m, 2H), 7.44-7.47 (m, 1H), 7.41 (d, J=2.8 Hz, 1H), 7.20-7.29 (m, 2H), 7.17 (dd, J=6.8, 2.8 Hz, 1H), 6.93-6.99 (m, 2H), 6.85 (d, J=15.6 Hz, 1H), 3.32 (s, 4H), 2.85 (sept, J=6.8 Hz, 1H), and 1.18 (d, J=7.2 Hz, 6H).

후처리

  1. temperaturecooled to rt
  2. extractionextracted with EtOAc
  3. washThe combined organic solutions were washed with water and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography (90:10:1 DCM:MeOH:NH4OH)
  8. customto give B-2

출처 및 근거

ORD 기록
ord-65055223b1ba457a816f4aaf9c08091c
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07652041B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트