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

Cesium carbonate → N4-Isopropyl-N2-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidine-2,4-diamine

HRID 59152
노트
인쇄 미리보기

반응식

HRID 59152 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]([CH3:11])[CH3:10])[CH:5]=[C:4]([CH2:12][O:13][CH2:14][C:15]([F:18])([F:17])[F:16])[N:3]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][C:27]=1[C:28]1[CH:33]=[C:32]([CH3:34])[N:31]=[N:30][CH:29]=1)[NH2:24].C(=O)([O-])[O-].[Cs+].[Cs+].C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2)CCCCC1>O1CCOCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH:9]([NH:8][C:6]1[CH:5]=[C:4]([CH2:12][O:13][CH2:14][C:15]([F:18])([F:17])[F:16])[N:3]=[C:2]([NH:24][C:23]2[CH:25]=[CH:26][C:27]([C:28]3[CH:33]=[C:32]([CH3:34])[N:31]=[N:30][CH:29]=3)=[C:21]([O:20][CH3:19])[CH:22]=2)[N:7]=1)([CH3:11])[CH3:10]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 27342162-(Dicyclohexylphosphino)biphenylHCID 668590663-Methoxy-4-(6-methylpyridazin-4-yl)anilineHCID 1178210892-Chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine

생성물 1

HCID 86344802N4-Isopropyl-N2-(3-methoxy-4-(6-methylpyridazin-4-yl)phenyl)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidine-2,4-diamine
수율 49.4%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 312751,4-Dioxane용매

반응 조건

온도
120 °C

실험 절차

A mixture of 2-chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine (41 mg, 0.14 mmol), 3-methoxy-4-(6-methylpyridazin-4-yl)aniline (31 mg, 0.14 mmol), cesium carbonate (94 mg, 0.29 mmol), palladium(II) acetate (5 mg, 0.02 mmol) and 2-(dicyclohexyl-phosphino)biphenyl (8 mg, 0.02 mmol) in dioxane (2 mL) was heated under argon at 120° C. for 90 minutes in a microwave reactor. The mixture was filtered through a short silica gel plug which was washed with 10% solution of methanol in ethyl acetate. The eluate was concentrated in vacuum and the residue was purified by preparative HPLC to give the title compound 32 mg (48%).

후처리

  1. filtrationThe mixture was filtered through a short silica gel plug which
  2. washwas washed with 10% solution of methanol in ethyl acetate
  3. concentrationThe eluate was concentrated in vacuum
  4. customthe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-3d4291e07d3442a8aa6d07ea9fd6ff84
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09439904B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트