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4-(4,6-Dichloropyrimidin-2-yl)morpholine → 4-(6-Chloropyrimidin-4-yl)morpholine

HRID 594055
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HRID 594055 반응식
[Cl:1][C:2]1C=C(Cl)[N:5]=[C:4](N2CCOCC2)[N:3]=1.[NH:15]1[CH2:20][CH2:19]S(=O)(=O)[CH2:17][CH2:16]1.[CH3:23][CH2:24][OH:25].C1COCC1>>[Cl:1][C:2]1[N:3]=[CH:4][N:5]=[C:16]([N:15]2[CH2:23][CH2:24][O:25][CH2:19][CH2:20]2)[CH:17]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 27720684-(4,6-Dichloropyrimidin-2-yl)morpholineHCID 6484228Thiomorpholine 1,1-dioxideHCID 21873804Tetrahydrofuran ethanol

생성물 1

HCID 7960704-(6-Chloropyrimidin-4-yl)morpholine수율 97%

반응 조건

온도
100 °C

실험 절차

To a solution of 4-(4,6-dichloropyrimidin-2-yl)morpholine (1.0 equiv.) in EtOH:THF (1:1, 0.25 M) was added thiomorpholine 1,1-dioxide (1.0 equiv.) in one portion. The resulting mixture was heated to 100° C. for 42 h. The resulting mixture was then cooled to RT and concentrated in vacuo to yield an off white solid in The reaction mixture was then concentrated in vacuo and dried under high vacuum over 20 h to yield 4-(6-chloropyrimidin-4-yl)morpholine as a white solid in 97% yield. LCMS (m/z) (M+H)=333.0/334.9, Rt=0.68 min.

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후처리

  1. temperatureThe resulting mixture was then cooled to RT
  2. concentrationconcentrated in vacuo
  3. customto yield an off white solid in The reaction mixture
  4. concentrationwas then concentrated in vacuo
  5. customdried under high vacuum over 20 h

출처 및 근거

ORD 기록
ord-8165ba03c8f2474a8cbd2fc4e09fe009
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09242969B2

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