Triethylamine → 3-{[2-(4-Fluorophenyl)-2-hydroxy-ethyl]-methyl-sulfamoyl}-thiophene-2-carboxylic acid methyl ester

HRID 1351305노트

반응식

HRID 1351305 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:12])[CH2:9][NH:10][CH3:11])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:20][O:21][C:22]([C:24]1[S:25][CH:26]=[CH:27][C:28]=1[S:29](Cl)(=[O:31])=[O:30])=[O:23].C(OCC)(=O)C>O1CCCC1>[CH3:20][O:21][C:22]([C:24]1[S:25][CH:26]=[CH:27][C:28]=1[S:29](=[O:31])(=[O:30])[N:10]([CH2:9][CH:8]([C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[OH:12])[CH3:11])=[O:23]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 27367332-Thiophenecarboxylic acid, 3-(chlorosulfonyl)-, methyl esterHCID 219434071-(4-Fluorophenyl)-2-(methylamino)ethan-1-ol

생성물 1

HCID 694149443-{[2-(4-Fluorophenyl)-2-hydroxy-ethyl]-methyl-sulfamoyl}-thiophene-2-carboxylic acid methyl ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(4-fluorophenyl)-2-methylamino-ethanol (8.4 g) and triethylamine (7 mL) in tetrahydrofuran (80 mL) was added 3-chloro sulfonyl-thiophene-2-carboxylic acid methyl ester (10 g) on an ice bath over 20 minutes. The solution was brought back to room temperature and stirred for 1 hour. Ethyl acetate was added to the reaction solution, the resulting salt was removed by filtration, and solvent was evaporated at reduced pressure. The residue was purified by NH-silica gel column chromatography (hexane/ethyl acetate), and a pale yellow oily substance (15.6 g) was obtained.

후처리

  1. customwas brought back to room temperature
  2. customthe resulting salt was removed by filtration, and solvent
  3. customwas evaporated at reduced pressure
  4. customThe residue was purified by NH-silica gel column chromatography (hexane/ethyl acetate)
  5. customa pale yellow oily substance (15.6 g) was obtained

출처 및 근거

ORD 기록
ord-ec79ccc84e914daa821fdbb156d063a9
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217723B2

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