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

HRID 38331노트

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HRID 38331 반응식
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]

참가 물질

3

반응물 2

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

생성물 1

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

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온도
50 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e4d2cf8e077f4252a86e82a5fa114462
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524725B2

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