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

HRID 565440ノート

反応式

HRID 565440 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 27636313-Amino-3-morpholinoacrylonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5d75846c7ee841dbba65f3b2e16abd9a
出典データセット
uspto-grants-2001_01
特許番号
US06172102B2

反応ノート

読み込み中…