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Imidazole sodium → 1-(1H-imidazol-1-yl)-1-[3-[(tert-butoxycarbonyl)amino]phenyl]-methane

HRID 1868216
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HRID 1868216 반응식
S(O[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH:8]=1)(C)(=O)=O.[NH:21]1[CH:25]=[CH:24][N:23]=[CH:22]1.[Na]>CN(C=O)C>[N:21]1([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH:8]=2)[CH:25]=[CH:24][N:23]=[CH:22]1
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참가 물질

4

반응물 2

HCID 57373095Imidazole sodiumHCID 579821673-[(tert-Butoxycarbonyl)amino]benzyl Methanesulfonate

생성물 1

HCID 579821431-(1H-imidazol-1-yl)-1-[3-[(tert-butoxycarbonyl)amino]phenyl]-methane수율 68%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

The title compound from Step A above (14.54 g, 44.8 mmoles) was dissolved in anhydrous DMF (100 mL) and sodium imidazole (6.52 g, 72.4 mmoles) was added. The mixture was heated under argon at 70° C. for 2 h. The solution was evaporated to dryness and chromatographed on silica gel using 2% (10% conc. NH4OH in methanol)-dichloromethane as the eluant to give the title compound (8.92 g, 68%):

후처리

  1. customThe solution was evaporated to dryness
  2. customchromatographed on silica gel using 2% (10% conc. NH4OH in methanol)-dichloromethane as the eluant

출처 및 근거

ORD 기록
ord-792dbafba8824f77a3bc01c4b51b05cd
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07635697B2

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