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

HRID 1351305ノート

反応式

HRID 1351305 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ec79ccc84e914daa821fdbb156d063a9
出典データセット
uspto-grants-2007_05
特許番号
US07217723B2

反応ノート

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