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

Sodium Hydroxide → 5-[2-(2-Aminopyrimidin-4-yl)furan-3-yl]indan-1-one O-methyloxime

HRID 1593443
노트
인쇄 미리보기

반응식

HRID 1593443 반응식
[CH3:1][O:2][N:3]=[C:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]3[CH:17]=[CH:16][O:15][C:14]=3[C:18](=O)/[CH:19]=[CH:20]/N(C)C)=[CH:10][CH:11]=2)[CH2:6][CH2:5]1.C(=O)(O)O.[NH2:29][C:30]([NH2:32])=[NH:31].[OH-].[Na+]>O1CCOCC1.O>[CH3:1][O:2][N:3]=[C:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]3[CH:17]=[CH:16][O:15][C:14]=3[C:18]3[CH:19]=[CH:20][N:29]=[C:30]([NH2:32])[N:31]=3)=[CH:10][CH:11]=2)[CH2:6][CH2:5]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 286947Carbonic acid-guanidine (1:1)HCID 865954205-[2-((E)-3-Dimethylaminoallanoyl)furan-3-yl]indan-1-one O-methyloxime

생성물 1

HCID 865954215-[2-(2-Aminopyrimidin-4-yl)furan-3-yl]indan-1-one O-methyloxime수율 67.1%

시약·촉매·용매 2

HCID 962Water용매2회
HCID 31275
1,4-Dioxane
용매

반응 조건

온도
100 °C

실험 절차

A solution of the product of Step 2 (0.30 g, 0.93 mmol) in 1,4dioxane (6 ml) was treated with a solution of guanidine carbonate (0.33 g, 1.86 mmol) and sodium hydroxide (0.1 7 g, 4.1 mmol) in water (2 ml). The mixture was heated at 100° C. for 4 hours. After cooling to room temperature, water was added and the mixture extracted into ethyl acetate (2×). The organic layers were combined and washed with saturated brine, dried (MgSO4) and concentrated in vacuo. The residue was triturated with dichloromethane and the resulting solid filtered to afford the title compound (200 mg, 67%); MS(ES+) m/e 321 [M+H]+.

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionthe mixture extracted into ethyl acetate (2×)
  3. washwashed with saturated brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was triturated with dichloromethane
  7. filtrationthe resulting solid filtered

출처 및 근거

ORD 기록
ord-afed46a8a9b44052bcf45ff4a2742ff3
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07297694B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트