Tetrahydrofuran → 2-(2-Ethylsulfanylphenyl)-4-methyl-7-trifluoromethylquinazoline

HRID 521665

反応式

HRID 521665 の反応式
C[Mg]Br.[CH2:4]1COCC1.Cl[C:10]1[C:19]2[C:14](=[CH:15][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:17][CH:18]=2)[N:13]=[C:12]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[S:30][CH2:31][CH3:32])[N:11]=1.CN1C(=O)CCC1>C/C(/[O-])=C/C(C)=O.C/C(/[O-])=C/C(C)=O.C/C(/[O-])=C/C(C)=O.[Fe+3].O.C(OCC)(=O)C>[CH2:31]([S:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:12]1[N:11]=[C:10]([CH3:4])[C:19]2[C:14](=[CH:15][C:16]([C:20]([F:22])([F:21])[F:23])=[CH:17][CH:18]=2)[N:13]=1)[CH3:32]

参加物

8

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 13387N-methyl-2-pyrrolidoneHCID 1182058194-Chloro-2-(2-ethylsulfanylphenyl)-7-trifluoromethylquinazolineHCID 178418573HCID 178418573、化合物

生成物 1

HCID 1182058222-(2-Ethylsulfanylphenyl)-4-methyl-7-trifluoromethylquinazoline

試薬・触媒・溶媒 3

HCID 5483663Ferric acetylacetonate触媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2.1 ml of methylmagnesium bromide (a 1 M THF solution) was added to a mixture of 380 mg of 4-chloro-2-(2-ethylsulfanylphenyl)-7-trifluoromethylquinazoline, 72 mg of iron(III) acetylacetonate, 8 ml of THF and 0.8 ml of NMP, and the mixture was stirred at room temperature for 1 hour. Ethyl acetate and water were added to the reaction mixture, and the mixture was filtered. The aqueous layer of the filtrate was extracted with ethyl acetate, combined with the organic layer of the filtrate, sequentially washed with 0.5 N hydrochloric acid, water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The mixture was concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 123 mg of 2-(2-ethylsulfanylphenyl)-4-methyl-7-trifluoromethylquinazoline (Compound of Present Invention 13).

後処理

  1. filtrationthe mixture was filtered
  2. extractionThe aqueous layer of the filtrate was extracted with ethyl acetate
  3. washsequentially washed with 0.5 N hydrochloric acid, water and saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. concentrationThe mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-93135b4fd11e4d62bfc95a20d705c658
出典データセット
uspto-grants-2016_05
特許番号
US09328121B1

関連ノート

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