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Potassium Carbonate → HCID 68556856, 화합물

HRID 2382035
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HRID 2382035 반응식
C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([F:17])=[CH:14][CH:15]=2)[C:10]([C:18]([C:21]([O:23][CH3:24])=[O:22])([CH3:20])[CH3:19])=[CH:9]1)=O)(C)(C)C.C([O-])([O-])=O.[K+].[K+]>CO.[Cl-].[Na+].O>[CH3:24][O:23][C:21](=[O:22])[C:18]([C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=2)[NH:8][CH:9]=1)([CH3:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 11430Potassium CarbonateHCID 68556450HCID 68556450, 화합물

생성물 1

HCID 68556856HCID 68556856, 화합물수율 53.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 57417360Sodium chloride; water용매

실험 절차

A solution of 5-fluoro-3-(1-methoxycarbonyl-1-methyl-ethyl)-indole-1-carboxylic acid tert-butyl ester (5.2 mmol) in MeOH (25 mL) is treated with K2CO3 (720 mg, 5.2 mmol) and heated at reflux for 2 h. The mixture is diluted with brine (50 mL) and extracted with EtOAc (3×50 mL). The combined organic layer is dried (Na2SO4), filtered and concentrated in vacuo to afford 2-(5-fluoro-1H-indol-3-yl)-2-methyl-propionic acid methyl ester (650 mg, 53%, 2 steps), which is used in the next step without further purification. MS: 236 (M+H); 1H NMR (300 MHz, DMSO-d6): δ 7.35 (m, 1H), 7.30 (m, 1H), 7.14 (m, 1H), 6.91 (m, 1H), 3.54 (s, 3H), 1.57 (s, 6H).

후처리

  1. temperatureheated
  2. temperatureat reflux for 2 h
  3. extractionextracted with EtOAc (3×50 mL)
  4. dry with materialThe combined organic layer is dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-75e958e351034058a2a31ed0db794d32
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258130B2

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