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Diethylamine → {2-[2-(4-Bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-diethyl-amine

HRID 1445838
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HRID 1445838 반응식
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[O:14][C:15]([CH3:25])=[C:16]([CH2:18][CH2:19]OS(C)(=O)=O)[N:17]=2)=[CH:9][CH:8]=1>C1COCC1>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[O:14][C:15]([CH3:25])=[C:16]([CH2:18][CH2:19][N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[N:17]=2)=[CH:9][CH:8]=1
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참가 물질

4

반응물 2

HCID 8021DiethylamineHCID 11451238Methanesulfonic acid 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl ester2회

생성물 1

HCID 68703272{2-[2-(4-Bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-diethyl-amine수율 67%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

Add diethyl amine (0.488 g, 6.68 mmol) to a solution of methanesulfonic acid 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl ester (See Intermediate 13) (0.240 g, 0.668 mmol) in anhydrous THF (5 mL) in a sealed tube, and heat at 60° C. overnight. Add dichloromethane and wash the crude organic layer with saturated sodium chloride solution. Dry the organic extracts over Na2SO4, filter, and concentrate. Purify on silica gel eluting with 5% anmioniated methanol in dichloromethane to give {2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-diethyl-amine (0.150 g, 67%): MS (nme): 337 (M+1).

후처리

  1. washAdd dichloromethane and wash the crude organic layer with saturated sodium chloride solution
  2. dry with materialDry the organic extracts over Na2SO4
  3. filtrationfilter
  4. concentrationconcentrate
  5. customPurify on silica gel eluting with 5%

출처 및 근거

ORD 기록
ord-bab867d79c6b499d9dea70013e583384
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07666871B2

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