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

HRID 1842891노트

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HRID 1842891 반응식
[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

참가 물질

4

반응물 2

HCID 708161331-(3-chloro-2-methoxyphenyl)-5-iodo-3-(trifluoromethyl)-1H-pyrazoleHCID 178418546HCID 178418546, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
200 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ea0c224130bd40d68a3e722f59804d94
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

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