Trimethylsilyl isocyanate → [4-(4-Chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-urea

HRID 629010노트

반응식

HRID 629010 반응식
C[Si]([N:5]=[C:6]=[O:7])(C)C.[Cl:8][C:9]1[C:14]([S:15][CH3:16])=[C:13]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=2)[N:10]=1>C1COCC1>[Cl:8][C:9]1[C:14]([S:15][CH3:16])=[C:13]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:12]=[C:11]([C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:6]([NH2:5])=[O:7])=[CH:25][CH:24]=2)[N:10]=1

참가 물질

4

반응물 2

HCID 70696Trimethylsilyl isocyanateHCID 86673495HCID 86673495, 화합물

생성물 1

HCID 86673497[4-(4-Chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-urea수율 31.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Trimethylsilyl isocyanate (136 mg, 5 eq.) was added to a stirred solution of 4-(4-Chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenylamine (80 mg, 0.237 mmol.) in THF (2.0 ml) and the mixture was reacted to reflux for 16 hrs. The reaction mixture was extracted with EA and washed with brine. The crude was purified by Chromatography (Hexane/EtOAc 1:1) to give a product 28.1 mg (31.2%).

후처리

  1. customthe mixture was reacted
  2. temperatureto reflux for 16 hrs
  3. extractionThe reaction mixture was extracted with EA
  4. washwashed with brine
  5. customThe crude was purified by Chromatography (Hexane/EtOAc 1:1)

출처 및 근거

ORD 기록
ord-8f3dca6440bc480696c3a6da501d985f
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315491B2

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