Diisopropylethylamine → HCID 67500566、化合物

HRID 73565ノート

反応式

HRID 73565 の反応式
[Cl:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH:3]1[NH:8][P:9](=[O:16])([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12].Cl[C:18]1[CH:23]=[CH:22][N:21]=[CH:20][C:19]=1[N+:24]([O-:26])=[O:25].CCN(C(C)C)C(C)C>C(O)(C)C>[Cl:1][CH:2]1[CH2:7][CH2:6][N:5]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][C:19]=2[N+:24]([O-:26])=[O:25])[CH2:4][CH:3]1[NH:8][P:9](=[O:16])([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 27357814-Chloro-3-nitropyridineHCID 67500859Diethyl 4-chloropiperidin-3-ylphosphoramidate

生成物 1

HCID 67500566HCID 67500566、化合物収率 69%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
70 °C

実験手順

To a solution of diethyl 4-chloropiperidin-3-ylphosphoramidate (1.0 equiv.) in isopropyl alcohol (0.1M) was added 4-chloro-3-nitropyridine (2.0 equiv.) and DIEA (1.1 equiv.). The reaction was heated to 70° C. for 18 h, then quenched with water and extracted with ethyl acetate. The organics were dried and concentrated under vacuo. The crude was purified via ISCO (ethyl acetate and hexanes then 10% methanol in DCM) to yield diethyl 4-chloro-1-(3-nitropyridin-4-yl)piperidin-3-ylphosphoramidate in 69% yield. LCMS (m/z): 393.1 (MH+), Rt=2.01 min.

後処理

  1. customquenched with water
  2. extractionextracted with ethyl acetate
  3. customThe organics were dried
  4. concentrationconcentrated under vacuo
  5. customThe crude was purified via ISCO (ethyl acetate and hexanes

出典と根拠

ORDレコード
ord-396d9e8c2cf84064a9f12615fed9f7ee
出典データセット
uspto-grants-2014_09
特許番号
US08829193B2

反応ノート

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