Diisopropylethylamine → HCID 67500566, 화합물

HRID 1920202노트

반응식

HRID 1920202 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 67500566HCID 67500566, 화합물수율 69%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
70 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f633989b41a741c6a62a939ec412b140
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08168794B2

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