3-Isoxazolamine, 5-(1,1-dimethylethyl)- → HCID 59674136、化合物

HRID 1391545ノート

反応式

HRID 1391545 の反応式
Cl[C:2]1[N:6]([CH3:7])[C:5]2[CH:8]=[CH:9][C:10]([N+:12]([O-:14])=[O:13])=[CH:11][C:4]=2[N:3]=1.[C:15]([C:19]1[O:23][N:22]=[C:21]([NH2:24])[CH:20]=1)([CH3:18])([CH3:17])[CH3:16]>C(O)(C)C.Cl>[C:15]([C:19]1[O:23][N:22]=[C:21]([NH:24][C:2]2[N:6]([CH3:7])[C:5]3[CH:8]=[CH:9][C:10]([N+:12]([O-:14])=[O:13])=[CH:11][C:4]=3[N:3]=2)[CH:20]=1)([CH3:18])([CH3:17])[CH3:16]

参加物

5

反応物 2

HCID 1714733-Isoxazolamine, 5-(1,1-dimethylethyl)-HCID 108223912-Chloro-1-methyl-5-nitro-1H-benzimidazole

生成物 1

HCID 59674136HCID 59674136、化合物収率 317.1%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2-Chloro-1-methyl-5-nitro-1H-benzoimidazole (200 mg, 0.19 mmol) and 5-tert-Butyl-isoxazol-3-ylamine (265 mg, 1.90 mmol) in isopropanol (15 ml) was added a solution of HCl (3 drops, 4.0 m in dioxane). The reaction was heated to 80° C. and after 20 h. the reaction mixture was cooled to rt. The solvent was evaporated to dryness and the resultant solid was dissolved in EtOAc and neutralized by a 10% NaHCO3 water solution. The combined organic layers were washed with water, dried over MgSO4 and concentrated to give a foam. The crude material was purified through silica gel to give the title compound as a yellow solid (190 mg, 63%). MS (ESI) m/z=316 [M+H].

後処理

  1. temperaturewas cooled to rt
  2. customThe solvent was evaporated to dryness
  3. dissolutionthe resultant solid was dissolved in EtOAc
  4. washThe combined organic layers were washed with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customto give a foam
  8. customThe crude material was purified through silica gel

出典と根拠

ORDレコード
ord-8b8b14432ed848cb861e07e5ab948fca
出典データセット
uspto-grants-2008_03
特許番号
US07338959B2

反応ノート

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