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Water → 2-(4-tert-Butylphenyl)-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

HRID 896836
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인쇄 미리보기

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HRID 896836 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8](B(O)O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[F:14][C:15]([F:38])([F:37])[CH2:16][CH2:17][CH2:18][S:19]([O:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25](OS(C(F)(F)F)(=O)=O)[CH:24]=1)(=[O:21])=[O:20].C(=O)([O-])[O-].[Na+].[Na+].O>O1CCOCC1.C1([Pd-4](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[F:38][C:15]([F:14])([F:37])[CH2:16][CH2:17][CH2:18][S:19]([O:22][C:23]1[CH:24]=[CH:25][N:26]=[C:27]([C:8]2[CH:9]=[CH:10][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:6][CH:7]=2)[CH:28]=1)(=[O:21])=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 27343204-tert-Butylphenylboronic acidHCID 208165222-Trifluoromethylsulfonyloxy-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

생성물 1

HCID 208164882-(4-tert-Butylphenyl)-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate

시약·촉매·용매 2

HCID 178420550
HCID 178420550, 화합물
촉매
HCID 312751,4-Dioxane용매

실험 절차

42.2 mg (0.24 mmol) of 4-tert-butylbenzeneboronic acid, 90 mg (0.22 mmol) of 2-trifluoromethylsulfonyloxy-4-pyridinyl 4,4,4-trifluoro-1-butanesulfonate (Example 40A), 12.5 mg (0.01 mmol) of tetrakisphenylpalladium(0) and 68.6 mg (0.65 mmol) of sodium carbonate are heated in 5 ml of dioxane at 80° C. under argon for 2 hours. The reaction mixture is cooled, mixed with 0.5 ml of water and filtered through a cartridge packed with 3 g of Extrelut NT3 (Merck) and thoroughly washed with dichloromethane, and the solvent is distilled off under reduced pressure. The residue is purified by preparative HPLC and chromatography on silica gel (toluene).

후처리

  1. temperatureThe reaction mixture is cooled
  2. filtrationfiltered through a cartridge
  3. washthoroughly washed with dichloromethane
  4. distillationthe solvent is distilled off under reduced pressure
  5. customThe residue is purified by preparative HPLC and chromatography on silica gel (toluene)

출처 및 근거

ORD 기록
ord-a4ee7a007203496c91001fd7543136de
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06919470B2

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