Potassium Carbonate → HCID 86593875, 화합물

HRID 1271855노트

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HRID 1271855 반응식
[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]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 1235321-Bromo-3,6-dioxaheptaneHCID 69487009HCID 69487009, 화합물

생성물 1

HCID 86593875HCID 86593875, 화합물

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 57417360Sodium chloride; water용매

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온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1b4820037f0e4f3cb1c264e85d153b3a
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07208491B2

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