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Potassium Carbonate → 3-(3-Ethynylphenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazole

HRID 735449
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HRID 735449 반응식
[F:1][C:2]1[CH:33]=[C:32]([F:34])[CH:31]=[C:30]([F:35])[C:3]=1[CH2:4][N:5]1[C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]#[C:21][Si](C)(C)C)[CH:15]=2)=[C:12]2[C:7]([C:8]([C:26]([F:29])([F:28])[F:27])=[CH:9][CH:10]=[CH:11]2)=[N:6]1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:20]([C:16]1[CH:15]=[C:14]([C:13]2[N:5]([CH2:4][C:3]3[C:30]([F:35])=[CH:31][C:32]([F:34])=[CH:33][C:2]=3[F:1])[N:6]=[C:7]3[C:12]=2[CH:11]=[CH:10][CH:9]=[C:8]3[C:26]([F:29])([F:27])[F:28])[CH:19]=[CH:18][CH:17]=1)#[CH:21]
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참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 866030102-(2,4,6-Trifluorobenzyl)-7-(trifluoromethyl)-3-{3-[(trimethylsilyl)ethynyl]phenyl}-2H-indazole

생성물 1

HCID 866030133-(3-Ethynylphenyl)-2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-2H-indazole수율 91.9%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

A mixture of 2-(2,4,6-trifluorobenzyl)-7-(trifluoromethyl)-3-{3-[(trimethylsilyl)-ethynyl]phenyl}-2H-indazole (1.78 g, 3.54 mmol) and potassium carbonate (0.49 g, 3.54 mmol) in 50 mL of methanol was heated at 50° C. for 2 hours. The reaction mixture was concentrated in vacuo and the residue partitioned between ethyl acetate and H2O. The organic phase was dried (Na2SO4) and concentrated in vacuo to give 1.4 g of a white solid, which was purified by flash chromatography (silica gel 60, hexane-ethyl acetate, 4:1) to give 1.1 g of the title compound.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue partitioned between ethyl acetate and H2O
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f6c3b4208cae47368f783b6806385578
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592363B2

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