Potassium Carbonate → HCID 68494469, 화합물

HRID 1500328노트

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HRID 1500328 반응식
[C:1]([O:5][C:6](=[O:11])[NH:7][CH2:8][CH2:9]Br)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH3:18][N:19]([CH3:31])[C:20]1([C:26]2[S:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.CO.C(Cl)(Cl)Cl>C1COCC1>[CH3:18][N:19]([CH3:31])[C:20]1([C:26]2[S:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24][N:23]([CH2:9][CH2:8][NH:7][C:6](=[O:11])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:22][CH2:21]1

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 4103526tert-Butyl N-(2-bromoethyl)carbamateHCID 21584188Chloroform methanolHCID 57831263HCID 57831263, 화합물

생성물 1

HCID 68494469HCID 68494469, 화합물수율 76.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
70 °C

실험 절차

11.1 g (1.5 eq) tert-butyl-2-bromoethylcarbamate dissolved in 65 ml THF and 9.19 g (2 eq) potassium carbonate were added to a solution of 7 g (1 eq) N,N-dimethyl-4-(thiophen-2-yl)piperidin-4-amine in 40 ml THF. The reaction mixture was heated for 6 h at 70° C. The reaction course was monitored by thin-layer chromatography (20% MeOH/CHCl3). Once the conversion was complete, the solvent was distilled off completely, the residue mixed with 200 ml water and the aqueous phase extracted with 20% IPA/CHCl3. The combined organic phases were dried over Na2SO4. Following removal of the solvent under reduced pressure, the residue was purified by column chromatography (silica gel; 10% MeOH/CHCl3). 9 g (76%) of product were obtained in the form of an oil.

후처리

  1. distillationthe solvent was distilled off completely
  2. additionthe residue mixed with 200 ml water
  3. extractionthe aqueous phase extracted with 20% IPA/CHCl3
  4. dry with materialThe combined organic phases were dried over Na2SO4
  5. customremoval of the solvent under reduced pressure
  6. customthe residue was purified by column chromatography (silica gel; 10% MeOH/CHCl3)

출처 및 근거

ORD 기록
ord-cee7b282dd2244a0a7f0d2404e018484
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206156B2

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