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

Sodium hydride → (1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)acetonitrile

HRID 887762
노트
인쇄 미리보기

반응식

HRID 887762 반응식
[H-].[Na+].[C:3]([CH2:5]P(=O)(OCC)OCC)#[N:4].[CH3:14][C:15]1[N:16]([CH3:28])[N:17]=[C:18]2[C:23]=1[C:22]1[C:24](=O)[CH2:25][CH2:26][C:21]=1[CH:20]=[CH:19]2>O1CCCC1.C(=O)([O-])O.[Na+]>[CH3:14][C:15]1[N:16]([CH3:28])[N:17]=[C:18]2[C:23]=1[C:22]1[C:24](=[CH:5][C:3]#[N:4])[CH2:25][CH2:26][C:21]=1[CH:20]=[CH:19]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 75676Diethyl (cyanomethyl)phosphonateHCID 591458521,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one

생성물 1

HCID 68701355(1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)acetonitrile수율 45.2%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회
HCID 516892
Sodium Bicarbonate
용매

실험 절차

To a suspension of 60% sodium hydride (58.1 mg, 1.45 mmol) in tetrahydrofuran (4 mL) was added diethyl cyanomethylphosphonate (255 μL, 1.58 mmol), and the mixture was stirred at room temperature for 15 min. A solution of 1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one (243 mg, 1.21 mmol) in tetrahydrofuran (8 mL) was added thereto, and the mixture was stirred at 60° C. for 24 hr. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate solution, extracted with ethyl acetate, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→80/20) to give the title compound (122 mg) as a mixture with 1,2-dimethyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-one. The obtained title compound was used for the reaction of Reference Example 28 without purification.

후처리

  1. stirringthe mixture was stirred at 60° C. for 24 hr
  2. extractionextracted with ethyl acetate
  3. washwashed with water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane=30/70→80/20)

출처 및 근거

ORD 기록
ord-3fd9e97e81e74f54bf5db141d5fa49af
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08247429B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트