5-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrile → 5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile

HRID 877912노트

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HRID 877912 반응식
[C:1]([C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][C:6]([N+:13]([O-])=O)=[CH:5][N:4]=1)#[N:2]>CCOC(C)=O.CC(O)=O.[Fe]>[NH2:13][C:6]1[CH:7]=[C:8]([C:9]([F:12])([F:10])[F:11])[C:3]([C:1]#[N:2])=[N:4][CH:5]=1

참가 물질

4

반응물 1

HCID 218748935-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrile

생성물 1

HCID 135322465-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile수율 67%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 22609514Ethyl acetate acetate용매

반응 조건

온도
65 °C

실험 절차

2-cyano-5-nitro-3-trifluoromethylpyridine (7 mg, 0.032 mmol) is dissolved in 1:1 EtOAc/AcOH (1 mL) and heated to 65° C. Iron powder (9 mg, 0.161 μmol, 5 eq, 325 mesh) is added and the mixture stirred for 2 hours. The mixture is filtered through celite, and the filtrate is concentrated under vacuo. The crude residue is purified by flash chromatography on silica gel (hexane/EtOAc) to afford 4 mg (67%) of the desired product.

후처리

  1. filtrationThe mixture is filtered through celite
  2. concentrationthe filtrate is concentrated under vacuo
  3. customThe crude residue is purified by flash chromatography on silica gel (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-2254f92897064aadad39056261609078
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987452B2

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