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Sodium Iodide → Ethyl 2-((4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)thiazole-4-carboxylate

HRID 408848
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HRID 408848 반응식
[N:1]1([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:14]([O:16][C:17]([C:19]1[N:20]=[C:21]([CH2:24]Cl)[S:22][CH:23]=1)=[O:18])[CH3:15].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(#N)C>[C:10]([O:9][C:7]([N:1]1[CH2:6][CH2:5][N:4]([CH2:24][C:21]2[S:22][CH:23]=[C:19]([C:17]([O:16][CH2:14][CH3:15])=[O:18])[N:20]=2)[CH2:3][CH2:2]1)=[O:8])([CH3:13])([CH3:12])[CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 24715135Ethyl 2-(chloromethyl)-1,3-thiazole-4-carboxylate

생성물 1

HCID 58055816Ethyl 2-((4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)thiazole-4-carboxylate수율 126.8%

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

tert-Butyl 1-piperazinecarboxylate (1.811 g, 9.72 mmol), 2-chloromethyl-thiazole-4-carboxylic acid ethyl ester (2 g, 9.72 mmol), potassium carbonate (2.69 g, 19.45 mmol) and sodium iodide (0.292 g, 1.945 mmol) were combined and stirred in acetonitrile at reflux for 2 hours. The reaction was concentrated under reduced pressure. The residue was taken up in dichloromethane and filtered. The filtrate was concentrated under reduced pressure to give the title compound (4.38 g).

후처리

  1. temperatureat reflux for 2 hours
  2. concentrationThe reaction was concentrated under reduced pressure
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e3b4687a8384452c8b90d6cc753e3cb8
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759352B2

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