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

Triphenylphosphine → 7-Bromo-5-(2-(quinolin-2-yl)ethyl)furo[3,2-c]pyridin-4(5H)-one

HRID 920936
노트
인쇄 미리보기

반응식

HRID 920936 반응식
CC(OC(/N=N/C(OC(C)C)=O)=O)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Br:34][C:35]1[C:36]2[O:44][CH:43]=[CH:42][C:37]=2[C:38](=[O:41])[NH:39][CH:40]=1.[N:45]1[C:54]2[C:49](=[CH:50][CH:51]=[CH:52][CH:53]=2)[CH:48]=[CH:47][C:46]=1[CH2:55][CH2:56]O>C1COCC1>[Br:34][C:35]1[C:36]2[O:44][CH:43]=[CH:42][C:37]=2[C:38](=[O:41])[N:39]([CH2:56][CH2:55][C:46]2[CH:47]=[CH:48][C:49]3[C:54](=[CH:53][CH:52]=[CH:51][CH:50]=3)[N:45]=2)[CH:40]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 705322-QuinolineethanolHCID 5363146Diisopropyl azodicarboxylateHCID 179855277-Bromofuro[3,2-c]pyridin-4(5H)-one

생성물 1

HCID 866831507-Bromo-5-(2-(quinolin-2-yl)ethyl)furo[3,2-c]pyridin-4(5H)-one수율 23%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

DIAD (4.91 mmol, 992 mg) was added dropwise to PPh3 (753 mg, 2.80 mmol) in 20 mL of THF. The mixture was stirred for 30 min. Then 7-bromofuro[3,2-c]pyridine-4(5H)-one (300 mg, 1.402 mmol) was added followed by the addition of 2-(quinolin-2-yl)ethanol (243 mg, 1.402 mmol). The reaction mixture was stirred overnight at room temperature. The reaction mixture was extracted with water/ethyl acetate. The organic phase was extracted with 1N HCl. The acidic aqueous phase was basified with 1N NaOH and extracted with DCM. The organic phase was extracted with water, dried over MgSO4, filtered, concentrated and purified by chromatography to give the title compound as white solid (119 mg, 23%).

후처리

  1. stirringThe reaction mixture was stirred overnight at room temperature
  2. extractionThe reaction mixture was extracted with water/ethyl acetate
  3. extractionThe organic phase was extracted with 1N HCl
  4. extractionextracted with DCM
  5. extractionThe organic phase was extracted with water
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. custompurified by chromatography

출처 및 근거

ORD 기록
ord-f119be6a656d4192b77628b678fac095
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273068B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트