3-Isoxazolamine, 5-(1,1-dimethylethyl)- → HCID 59674136, 화합물

HRID 1391545노트

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HRID 1391545 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

HCID 59674136HCID 59674136, 화합물수율 317.1%

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 3776Isopropanol용매

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온도
80 °C

실험 절차

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].

후처리

  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

출처 및 근거

ORD 기록
ord-8b8b14432ed848cb861e07e5ab948fca
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07338959B2

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