1-(3-chloro-2-methoxyphenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazole → 1-(3-chloro-2-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile

HRID 1842891ノート

反応式

HRID 1842891 の反応式
[Cl:1][C:2]1[C:3]([O:18][CH3:19])=[C:4]([N:8]2[C:12](I)=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[C:20]([Cu])#[N:21]>CN1C(=O)CCC1>[Cl:1][C:2]1[C:3]([O:18][CH3:19])=[C:4]([N:8]2[C:12]([C:20]#[N:21])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 708161331-(3-chloro-2-methoxyphenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazoleHCID 178418546HCID 178418546、化合物

生成物 1

HCID 708164511-(3-chloro-2-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile収率 33.8%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
200 °C

実験手順

To a stirred solution of 1-(3-chloro-2-methoxyphenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazole (0.2 g, 0.49 mmol, 1.0 eq) in NMP (5 mL) was added CuCN (0.044 g, 0.49 mmol, 1.0 eq) and heated to 200° C. for 2 h. The reaction mixture was passed through celite pad and washed with excess of ethyl acetate. The filtrate was washed with water and ethyl acetate layer was separated, dried (Na2SO4), and the solvent evaporated. The resulting residue was purified by CC using ethyl acetate/PE (1:19) to get 1-(3-chloro-2-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonitrile (0.05 g, crude, yellow solid; TLC system: EtOAc/PE (1:9) Rf: 0.5).

後処理

  1. washwashed with excess of ethyl acetate
  2. washThe filtrate was washed with water and ethyl acetate layer
  3. customwas separated
  4. dry with materialdried (Na2SO4)
  5. customthe solvent evaporated
  6. customThe resulting residue was purified by CC

出典と根拠

ORDレコード
ord-ea0c224130bd40d68a3e722f59804d94
出典データセット
uspto-grants-2015_02
特許番号
US08946204B2

反応ノート

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