Ethylamine → Ethyl-[5-(2-isopropyl-4,5-dimethoxy-benzyl)-2-methylsulfanyl-pyrimidin-4-yl]-amine

HRID 1677248ノート

反応式

HRID 1677248 の反応式
Cl[C:2]1[C:7]([CH2:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[CH:11][C:10]=2[CH:19]([CH3:21])[CH3:20])=[CH:6][N:5]=[C:4]([S:22][CH3:23])[N:3]=1.[CH2:24]([NH2:26])[CH3:25]>>[CH2:24]([NH:26][C:2]1[C:7]([CH2:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[CH:11][C:10]=2[CH:19]([CH3:21])[CH3:20])=[CH:6][N:5]=[C:4]([S:22][CH3:23])[N:3]=1)[CH3:25]

参加物

3

反応物 2

HCID 6341EthylamineHCID 595986204-Chloro-5-(2-isopropyl-4,5-dimethoxy-benzyl)-2-methylsulfanyl-pyrimidine

生成物 1

HCID 59598719Ethyl-[5-(2-isopropyl-4,5-dimethoxy-benzyl)-2-methylsulfanyl-pyrimidin-4-yl]-amine収率 63%

反応条件

温度
50 °C

実験手順

To a glass pressure vessel containing 4-chloro-5-(2-isopropyl-4,5-dimethoxy-benzyl)-2-methylsulfanyl-pyrimidine (0.212 g, 0.6 mmol) was added 5.0 mL ethyl amine via a cold finger condenser. The vessel was capped and warmed to 50° C. After 16 hours the solution was cooled to room temperature, evaporated and taken up in H2O. The mixture was extracted with ethyl acetate, washed with H2O and then washed with brine. The combined organic layers were dried over Na2SO4, filtered and evaporated in vacuo. Purification via flash chromatography (4:1 hexane/ethyl acetate) afforded ethyl-[5-(2-isopropyl-4,5-dimethoxy-benzyl)-2-methylsulfanyl-pyrimidin-4-yl]-amine (0.136 g, 63%) as a white solid.

後処理

  1. customThe vessel was capped
  2. temperatureAfter 16 hours the solution was cooled to room temperature
  3. customevaporated
  4. extractionThe mixture was extracted with ethyl acetate
  5. washwashed with H2O
  6. washwashed with brine
  7. dry with materialThe combined organic layers were dried over Na2SO4
  8. filtrationfiltered
  9. customevaporated in vacuo
  10. customPurification via flash chromatography (4:1 hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-686f5e92d14c43388f95a9fa0d2e7d69
出典データセット
uspto-grants-2011_08
特許番号
US08008313B2

反応ノート

読み込み中…