(Diethylamino)sulfur trifluoride → HCID 86600991, 화합물

HRID 1351294노트

반응식

HRID 1351294 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH2:9][N:10]([CH3:20])[S:11]([C:14]2[S:15][C:16]([Br:19])=[CH:17][CH:18]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1.C(N(S(F)(F)[F:28])CC)C.C(=O)(O)[O-].[Na+]>ClCCl>[F:28][CH:8]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[CH2:9][N:10]([CH3:20])[S:11]([C:14]1[S:15][C:16]([Br:19])=[CH:17][CH:18]=1)(=[O:13])=[O:12]

참가 물질

5

반응물 3

HCID 123472(Diethylamino)sulfur trifluorideHCID 516892Sodium BicarbonateHCID 21098651HCID 21098651, 화합물

생성물 1

HCID 86600991HCID 86600991, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of 5-bromothiophene-2-sulfonic acid [2-(4-fluorophenyl)-2-hydroxyethyl]-methyl-amide (the compound of Preparation Example 71) (210 mg) in dichloromethane (2 mL) was added dropwise (diethylamino)sulfur trifluoride (DAST) (0.1 mL) at −70° C., After gradually warming slowly to 0° C. over 1.5 hours, an aqueous solution of saturated sodium bicarbonate was added, and the solution was extracted with ethyl acetate. After the organic layer was washed with saturated sodium chloride water and was dried with anhydrous sodium sulfate, the residue that was obtained upon removing the solvent by evaporation was purified by silica gel column chromatography (hexane/ethyl acetate), and the title compound (169 mg) was obtained as a pale yellow oily substance.

후처리

  1. extractionthe solution was extracted with ethyl acetate
  2. washAfter the organic layer was washed with saturated sodium chloride water
  3. dry with materialwas dried with anhydrous sodium sulfate
  4. customthe residue that was obtained
  5. customupon removing the solvent
  6. customby evaporation
  7. customwas purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-982204c5878d4e05ac3ec4b6c380befd
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217723B2

반응 노트

불러오는 중…