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Potassium Carbonate → 3-(6-Chloro-1-isothiazol-4-yl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester

HRID 1466823
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HRID 1466823 반응식
[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:11][C:12]2[C:20]3[C:15](=[CH:16][C:17]([Cl:21])=[CH:18][CH:19]=3)[NH:14][C:13]=2[CH3:22])[CH:6]=1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[C:31]1[CH:32]=[N:33][S:34][CH:35]=1>N1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:11][C:12]2[C:20]3[C:15](=[CH:16][C:17]([Cl:21])=[CH:18][CH:19]=3)[N:14]([C:31]3[CH:32]=[N:33][S:34][CH:35]=3)[C:13]=2[CH3:22])[CH:6]=1)[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 52003584-Bromo-isothiazoleHCID 667654983-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester

생성물 1

HCID 667657083-(6-Chloro-1-isothiazol-4-yl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
145 °C

실험 절차

3-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester (0.250 g, 0.723 mmol) was combined with CuO (0.118 g, 1.48 mmol), potassium carbonate (0.130 g, 0.941 mmol) and 4-bromoisothiazole (0.250 g, 1.52 mmol) in pyridine (2 mL) and the reaction was heated to 145° C. overnight. After cooling the reaction was partitioned between H2O and DCM and the aqueous layer was extracted with DCM. The combined organics were dried over MgSO4 and concentrated then submitted to silica gel chromatography (0-20% EtOAc in hexanes) to yield the title compound.

후처리

  1. temperatureAfter cooling the reaction
  2. customwas partitioned between H2O and DCM
  3. extractionthe aqueous layer was extracted with DCM
  4. dry with materialThe combined organics were dried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a978a389e396497faa69b7ff65be2d1b
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09000025B2

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