Potassium Carbonate → HCID 69489634, 화합물

HRID 1271845노트

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HRID 1271845 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+].Cl.Cl[CH2:36][CH2:37][N:38]([CH3:40])[CH3:39]>C(OCC)(=O)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][CH2:36][CH2:37][N:38]([CH3:40])[CH3:39])=[CH:25][C:19]=2[CH:18]=1)=[O:16])([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 69487009HCID 69487009, 화합물

생성물 1

HCID 69489634HCID 69489634, 화합물수율 79%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 57417360Sodium chloride; water용매

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 ethyl acetate was added 120 mg potassium carbonate and 36 mg (0.25 mmol) (2-chloro-ethyl)-dimethyl-amine hydrochloride. The reaction mixture was heated at reflux for 16 h 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 (dichloromethane/methanol 19:1 and then 9:1). (2-{[5-(2-Dimethylamino-ethoxy)-benzo[b]thiophene-2-carbonyl]-amino}-phenyl)-carbamic acid tert-butyl ester (5) (72 mg, 0.158 mmol) was obtained as a colorless solid.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 h
  3. extractionThe aqueous phase was extracted with ethyl acetate
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-31ae386ed93c4f6d84b885b591790e3c
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07208491B2

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