Methanol → 2-(1-Cyano-1-methylethylamino)-6-ethylamino-4-methoxy-5-pyrimidinecarbonitrile

HRID 1757904ノート

反応式

HRID 1757904 の反応式
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH2:11][CH3:12])[N:5]=[C:4]([NH:13][C:14]([C:17]#[N:18])([CH3:16])[CH3:15])[N:3]=1.[Na].[CH3:20][OH:21]>>[C:17]([C:14]([NH:13][C:4]1[N:3]=[C:2]([O:21][CH3:20])[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH2:11][CH3:12])[N:5]=1)([CH3:16])[CH3:15])#[N:18]

参加物

4

反応物 3

HCID 887Methanol3 回HCID 5360545Sodium2 回HCID 538166454-Chloro-2-(1-cyano-1-methylethylamino)-6-ethylamino-5-pyrimidinecarbonitrile

生成物 1

HCID 537806142-(1-Cyano-1-methylethylamino)-6-ethylamino-4-methoxy-5-pyrimidinecarbonitrile

実験手順

To a stirred solution of 2.7 grams of 4-chloro-2-(1-cyano-1-methylethylamino)-6-ethylamino-5-pyrimidinecarbonitrile in 50 ml of methanol was added a solution of 0.3 gram of sodium in 10 ml of methanol. The reaction mixture was heated under reflux for 3 hours. An additional small quantity of sodium in methanol was then added to the reaction mixture, and heating under reflux was continued for 1.5 hours. The excess methanol was removed from the reaction mixture by evaporation under reduced pressure. The residue was extracted with a mixture of diethyl ether and water. The diethyl ether layer was separated, washed with water, then dried over magnesium sulfate. The mixture was filtered, and the filtrate was evaporated under reduced pressure to a residue. The residue was washed with methylcyclohexane, and the insoluble solid was collected by filtration. The solid was recrystallized from benzene to give 1.7 grams of 2-(1-cyano-1-methylethylamino)-6-ethylamino-4-methoxy-5-pyrimidinecarbonitrile; mp, 130°-132°.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperatureheating
  4. temperatureunder reflux
  5. customThe excess methanol was removed from the reaction mixture by evaporation under reduced pressure
  6. extractionThe residue was extracted with a mixture of diethyl ether and water
  7. customThe diethyl ether layer was separated
  8. washwashed with water
  9. dry with materialdried over magnesium sulfate
  10. filtrationThe mixture was filtered
  11. customthe filtrate was evaporated under reduced pressure to a residue
  12. washThe residue was washed with methylcyclohexane
  13. filtrationthe insoluble solid was collected by filtration
  14. customThe solid was recrystallized from benzene

出典と根拠

ORDレコード
ord-6b84995e558644b4abf17daebfd7e23c
出典データセット
uspto-grants-1983_02
特許番号
USRE031136

反応ノート

読み込み中…