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

HRID 877912ノート

反応式

HRID 877912 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 22609514Ethyl acetate acetate溶媒

反応条件

温度
65 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-2254f92897064aadad39056261609078
出典データセット
uspto-grants-2015_03
特許番号
US08987452B2

反応ノート

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