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

HRID 1045448ノート

反応式

HRID 1045448 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-093a97c062ec456e964c90a1789e4bae
出典データセット
uspto-grants-2013_10
特許番号
US08569283B2

反応ノート

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