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

HRID 594055

反応式

HRID 594055 の反応式
[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

参加物

4

反応物 3

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

生成物 1

HCID 7960704-(6-Chloropyrimidin-4-yl)morpholine収率 97%

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8165ba03c8f2474a8cbd2fc4e09fe009
出典データセット
uspto-grants-2016_01
特許番号
US09242969B2

関連ノート

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