Methyl iodide → 2,6-dichloro-4-trifluoromethylphenyl-3-cyano-5-[N-(2-methoxyethyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole

HRID 2103412ノート

反応式

HRID 2103412 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[N:13]1[C:17]([NH:18][CH2:19][CH2:20][O:21][CH3:22])=[C:16]([S:23]([C:26]([F:29])([F:28])[F:27])(=[O:25])=[O:24])[C:15]([C:30]#[N:31])=[N:14]1.[H-].[Na+].I[CH3:35].[Cl-].[NH4+]>O1CCCC1.C(OCC)(=O)C>[Cl:12][C:4]1[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=[C:2]([Cl:1])[C:3]=1[N:13]1[C:17]([N:18]([CH2:19][CH2:20][O:21][CH3:22])[CH3:35])=[C:16]([S:23]([C:26]([F:29])([F:27])[F:28])(=[O:24])=[O:25])[C:15]([C:30]#[N:31])=[N:14]1

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 865999911-(2,6-Dichloro-4-trifluoromethylphenyl)-3-cyano-5-(2-methoxyethylamino)-4-trifluoromethylsulfonylpyrazole

生成物 1

HCID 865999922,6-dichloro-4-trifluoromethylphenyl-3-cyano-5-[N-(2-methoxyethyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
40 °C

実験手順

To a solution of 1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-5-(2-methoxyethylamino)-4-trifluoromethylsulfonylpyrazole (1.5g, 2.9 mmol) in tetrahydrofuran at 20° C. under nitrogen, was added sodium hydride (0.38 g, 60% in oil, 9.4 mmol), and stirred for 0.5 hour. Iodomethane (1.68 g, 11.7 mmol) was added and the mixture stirred for 15 hours at 20° C., then heated to 40° C. for 8 hours. The mixture was added to ethyl acetate and saturated ammonium chloride solution. The organic layer was washed with water and brine, dried (sodium sulfate), evaporated and chromatographed on silica gel eluting with heptane-ethyl acetate (9:1) to give 1-(2,6-dichloro-4-trifluoromethylphenyl-3-cyano-5-[N-(2-methoxyethyl)-N-methylamino]-4-trifluoromethylsulfonylpyrazole as a white solid (Compound number 2-3, 0.78 g), mp 75° C.

後処理

  1. stirringthe mixture stirred for 15 hours at 20° C.
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried (sodium sulfate)
  4. customevaporated
  5. customchromatographed on silica gel eluting with heptane-ethyl acetate (9:1)

出典と根拠

ORDレコード
ord-c839ba7c94c44b76b87489eace9a69f1
出典データセット
uspto-grants-2009_08
特許番号
US07576107B2

反応ノート

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