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4-Hydroxybenzoic Acid → 4-(3-(Pyrimidin-4-yl)pyridin-2-yloxy)benzoic acid

HRID 446280
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HRID 446280 반응식
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][N:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[OH:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CS(C)=O.CCOC(C)=O>[N:11]1[CH:12]=[CH:13][C:8]([C:7]2[C:2]([O:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=3)=[N:3][CH:4]=[CH:5][CH:6]=2)=[N:9][CH:10]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 1354-Hydroxybenzoic AcidHCID 10796Cesium carbonateHCID 161089744-(2-Chloropyridin-3-yl)pyrimidine

생성물 1

HCID 583968474-(3-(Pyrimidin-4-yl)pyridin-2-yloxy)benzoic acid

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
200 °C

실험 절차

A mixture of 4-(2-chloro-pyridin-3-yl)-pyrimidine, 4-hydroxy-benzoic acid and Cs2CO3 in DMSO was heated in a microwave (Personal Chemistry, Emrys Optimizer) at 200° C. for 10 minutes. The reaction mixture was cooled to RT and diluted with 60 mL of EtOAc. The product was precipitated from the solution. The mixture was then washed with 20 mL of water twice. The solid was collected by filtration and dried in an oven at 50° C. to afford off white solid as desired product. MS m/z=294 [M+1]+. Calc'd for C16H11N3O3: 293.28.

후처리

  1. temperatureThe reaction mixture was cooled to RT
  2. customThe product was precipitated from the solution
  3. washThe mixture was then washed with 20 mL of water twice
  4. filtrationThe solid was collected by filtration
  5. customdried in an oven at 50° C.

출처 및 근거

ORD 기록
ord-a46a4211e58e41a3bf5c9e15c76617d0
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08476434B2

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