Triethylamine → 5-(Azetidin-1-yl)-3-(4-methyl-3-nitrophenyl)-1,2,4-oxadiazole

HRID 405825노트

반응식

HRID 405825 반응식
Cl[C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=2)[N:3]=1.C([N:19]([CH2:22][CH3:23])[CH2:20]C)C.Cl.N1CCC1>CC#N>[N:19]1([C:2]2[O:6][N:5]=[C:4]([C:7]3[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=3)[N:3]=2)[CH2:20][CH2:23][CH2:22]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12308726Azetidine hydrochlorideHCID 712813525-Chloro-3-(4-methyl-3-nitrophenyl)-1,2,4-oxadiazole

생성물 1

HCID 712815105-(Azetidin-1-yl)-3-(4-methyl-3-nitrophenyl)-1,2,4-oxadiazole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 5-chloro-3-(4-methyl-3-nitrophenyl)-1,2,4-oxadiazole (107) (3.6 g, 15.02 mmol, 1.00 equiv) in CH3CN (40 mL) was added triethylamine (3.03 g, 29.94 mmol) and azetidine hydrochloride (1.68 g, 17.96 mmol). The resulting solution was stirred for 1 hour at room temperature, concentrated under vacuum and purified by prep-HPLC to afford 5-(azetidin-1-yl)-3-(4-methyl-3-nitrophenyl)-1,2,4-oxadiazole (108) as a white solid. MS m/z 261.1 (M+1)+.

후처리

  1. concentrationconcentrated under vacuum
  2. custompurified by prep-HPLC

출처 및 근거

ORD 기록
ord-71e3205a07034b0794234e5dc517419e
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754071B2

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