Iodine → 3-(3-Fluoro-5-chloro-2-pyridyl)-4-iodo-5-difluoromethoxy-1-methyl-[1H]-pyrazole

HRID 1532579

反応式

HRID 1532579 の反応式
[F:1][C:2]1[C:3]([C:9]2[CH:13]=[C:12]([O:14][CH:15]([F:17])[F:16])[N:11]([CH3:18])[N:10]=2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[I:19]I>C(Cl)Cl.C(OCC)C.N([O-])=O.[Ag+]>[F:1][C:2]1[C:3]([C:9]2[C:13]([I:19])=[C:12]([O:14][CH:15]([F:16])[F:17])[N:11]([CH3:18])[N:10]=2)=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1

参加物

6

反応物 2

HCID 807IodineHCID 217121323-(3-fluoro-5chloro-2-pyridyl)-5-difluoromethoxy-1-methyl-[1H]-pyrazole

生成物 1

HCID 220135793-(3-Fluoro-5-chloro-2-pyridyl)-4-iodo-5-difluoromethoxy-1-methyl-[1H]-pyrazole収率 91%

試薬・触媒・溶媒 3

HCID 160904Silver nitrite触媒HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
22 °C

実験手順

3.0 g of 3-(3-fluoro-5-chloro-2-pyridyl)-5-difluoromethoxy-1-methyl-[1H]-pyrazole (Example H15) are dissolved in 30 ml of methylene chloride, and 1.83 g of silver(I) nitrite and 3.02 g of iodine are then added. The mixture is stirred overnight at 22° C. It is then diluted with diethyl ether and extracted successively with aqueous sodium metabisulfite solution and brine. After drying of the organic phase over sodium sulfate and filtration, the filtrate is concentrated in vacuo together with twice the amount of silica gel. After application of this silica gel to a flash column, the column is eluted with n-hexane/ethyl acetate (3/1). 3.97 g of the desired title compound are obtained as a beige solid of melting point 77-78° C. in this manner.

後処理

  1. extractionextracted successively with aqueous sodium metabisulfite solution and brine
  2. dry with materialAfter drying of the organic phase over sodium sulfate and filtration
  3. concentrationthe filtrate is concentrated in vacuo together with twice the amount of silica gel
  4. washAfter application of this silica gel to a flash column, the column is eluted with n-hexane/ethyl acetate (3/1)

出典と根拠

ORDレコード
ord-30c05a42368142c3b41bdb27ae10dfb3
出典データセット
uspto-grants-2001_03
特許番号
US06204221B1

関連ノート

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