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

HRID 1257087노트

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HRID 1257087 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

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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-51524c6e575240f690582df517a595e5
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461343B2

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