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

Sodium Hydroxide → 6-[(E)-N-hydroxy-C-[(2R)-2-(2-methylphenyl)-2-(4-methylsulfonylphenyl)ethyl]carbonimidoyl]-2-methylpyridazin-3-one

HRID 1527980
노트
인쇄 미리보기

반응식

HRID 1527980 반응식
[NH:1]1CCC[C@H]1C(O)=O.[OH-:9].[Na+].Br[C:12]1[CH:17]=[CH:16][C:15]([C@H:18]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[CH3:39])[CH2:19][C:20]2([C:25]3[CH:26]=[CH:27][C:28](=[O:32])[N:29]([CH3:31])[N:30]=3)OCCO2)=[CH:14][CH:13]=1.[CH3:40][S:41]([O-:43])=[O:42].[Na+]>[Cu]I.CS(C)=O>[OH:9]/[N:1]=[C:20](/[C:25]1[CH:26]=[CH:27][C:28](=[O:32])[N:29]([CH3:31])[N:30]=1)\[CH2:19][C@H:18]([C:15]1[CH:16]=[CH:17][C:12]([S:41]([CH3:40])(=[O:43])=[O:42])=[CH:13][CH:14]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[CH3:39]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 145742L-ProlineHCID 2733271Sodium methanesulfinateHCID 86684810(R)-6-(2-(2-(4-Bromophenyl)-2-o-tolylethyl)-1,3-dioxolan-2-yl)-2-methylpyridazin-3(2H)-one

생성물 1

HCID 1366450646-[(E)-N-hydroxy-C-[(2R)-2-(2-methylphenyl)-2-(4-methylsulfonylphenyl)ethyl]carbonimidoyl]-2-methylpyridazin-3-one수율 36.2%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매

실험 절차

L-proline (7.5 mg, 65 μmol) was combined with dimethyl sulfoxide (1 ml), then sodium hydroxide (2.6 mg, 65 μmol) was added and the reaction stirred at room temperature for 30 min, then (R)-6-(2-(2-(4-bromophenyl)-2-o-tolylethyl)-1,3-dioxolan-2-yl)-2-methylpyridazin-3(2H)-one (37 mg, 81 μmol), sodium methanesulfinate (68 mg, 650 μmol) and copper(I) iodide (12.4 mg, 65 μmol) were added. The reaction mixture was heated at 120° C. for 22 h, then partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and evaporated. Chromatography (SiO2; gradient heptane-ethyl acetate) produced the title compound (10 mg, 27%). White semisolid, MS: 455.2 [M+H]+.

후처리

  1. temperatureThe reaction mixture was heated at 120° C. for 22 h
  2. custompartitioned between water and ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-8a1c10869cf34673b332e4db3a4704e1
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090565B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트