Morpholine → 3-Cyano-5-(4-fluorophenyl)-4-methyl-2-morpholinopyrrole

HRID 565440노트

반응식

HRID 565440 반응식
[C:1]([CH2:3][C:4](=[NH:8])OCC)#[N:2].[NH:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.C(=O)([O-])O.[Na+].Br[CH:21]([CH3:31])[C:22]([C:24]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=1)=O>C(O)C.NC(N1CCOCC1)=CC#N>[C:1]([C:3]1[C:21]([CH3:31])=[C:22]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[NH:8][C:4]=1[N:9]1[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)#[N:2]

참가 물질

7

반응물 4

HCID 8083MorpholineHCID 256188Ethyl 2-cyanoethanecarboximidateHCID 516892Sodium BicarbonateHCID 130516522-Bromo-1-(4-fluorophenyl)propan-1-one

생성물 1

HCID 158712973-Cyano-5-(4-fluorophenyl)-4-methyl-2-morpholinopyrrole수율 4.7%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 27636313-Amino-3-morpholinoacrylonitrile용매

실험 절차

In anhydrous ethanol (10 ml) was dissolved 3-amino-3-morpholinoacrylonitrile, as prepared from ethyl 2-cyano-acetimidate (1.0 g) and morpholine (0.78 g) as in Reference Example 3, followed by addition of sodium hydrogen carbonate (0.95 g). Then, a solution of 2-bromo-4′-fluoropropiophenone (2.06 g) in ethanol was added dropwise thereto at room temperature with stirring. The mixture was refluxed for 10 minutes and, then, stirred at room temperature overnight. The separated crystal crop was collected by filtration and recrystallized from ethanol to provide the title compound as colorless crystals (0.12 g). m.p. 245-247° C.

후처리

  1. temperatureThe mixture was refluxed for 10 minutes
  2. stirringstirred at room temperature overnight
  3. filtrationThe separated crystal crop was collected by filtration
  4. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-5d75846c7ee841dbba65f3b2e16abd9a
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172102B2

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