Potassium Carbonate → HCID 86593875、化合物

HRID 1271855ノート

反応式

HRID 1271855 の反応式
[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([C:17]1[S:21][C:20]2[CH:22]=[CH:23][C:24]([OH:26])=[CH:25][C:19]=2[CH:18]=1)=[O:16])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:35][CH2:36][O:37][CH2:38][CH2:39][O:40][CH3:41]>C(#N)C.[Cl-].[Na+].O>[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([C:17]1[S:21][C:20]2[CH:22]=[CH:23][C:24]([O:26][CH2:35][CH2:36][O:37][CH2:38][CH2:39][O:40][CH3:41])=[CH:25][C:19]=2[CH:18]=1)=[O:16])([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 1235321-Bromo-3,6-dioxaheptaneHCID 69487009HCID 69487009、化合物

生成物 1

HCID 86593875HCID 86593875、化合物

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
100 °C

実験手順

To a solution of 77 mg (0.20 mmol) {2-[(5-Hydroxy-benzo[b]thiophene-2-carbonyl)-amino]-phenyl}-carbamic acid tert-butyl ester (4) in 3 ml acetonitrile was added 200 mg potassium carbonate and 0.3 ml 1-bromo-2-(2-methoxyethoxy)-ethane. The reaction mixture was heated at 100° C. for 90 min and poured into brine. The aqueous phase was extracted with ethyl acetate and the organic phase was dried over sodium sulfate, the solvent was evaporated and the residue subjected to silica gel chromatography (petrolether/ethyl acetate 2:1 and then 1:1). The product (28) (80 mg, 0.164 mmol) was obtained as a colorless oil.

後処理

  1. extractionThe aqueous phase was extracted with ethyl acetate
  2. dry with materialthe organic phase was dried over sodium sulfate
  3. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-1b4820037f0e4f3cb1c264e85d153b3a
出典データセット
uspto-grants-2007_04
特許番号
US07208491B2

反応ノート

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