Potassium Carbonate → 2-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine

HRID 1686319

반응식

HRID 1686319 반응식
[N:1]1[NH:2][N:3]=[N:4][C:5]=1[NH2:6].Cl[CH2:8][C:9]1[C:10]([CH3:15])=[N:11][O:12][C:13]=1[CH3:14].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.ClCCl>[CH3:15][C:10]1[C:9]([CH2:8][N:2]2[N:3]=[N:4][C:5]([NH2:6])=[N:1]2)=[C:13]([CH3:14])[O:12][N:11]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 20467AminotetrazoleHCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-

생성물 1

HCID 574224592-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine수율 40%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

2H-tetrazol-5-amine (1.29 g, 12.5 mmol), 4-(chloromethyl)-3,5-dimethylisoxazole (1.56 mL, 12.5 mmol) and potassium carbonate (1.73 g, 15.5 mmol) in DMF (20 mL) were heated to 80° C. with stirring for 16 hours. The reaction was cooled to room temperature, diluted with dichloromethane (100 mL) and washed consecutively with brine and water. The organics were dried over sodium sulfate and concentrated with rotary evaporation. The crude product was purified by silica gel chromatography (0-10% gradient ethyl acetate/dichloromethane) affording 2-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine as a white crystalline solid (970 mg, 40% yield) MS M+H calculated 195.1. found 195.

후처리

  1. washwashed consecutively with brine and water
  2. dry with materialThe organics were dried over sodium sulfate
  3. concentrationconcentrated with rotary evaporation
  4. customThe crude product was purified by silica gel chromatography (0-10% gradient ethyl acetate/dichloromethane)

출처 및 근거

ORD 기록
ord-e7a9515f9cc746f29d06a375493a8d4d
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148544B2

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