Sodium Chloride → HCID 90017318、化合物

HRID 1054997ノート

反応式

HRID 1054997 の反応式
Cl[C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[C:4]([CH3:12])[N:3]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][NH2:22])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].[Cl-].[Na+]>CN(C)C=O>[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][NH:22][C:2]2[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[C:4]([CH3:12])[N:3]=2)=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 11430Potassium Carbonate2 回HCID 754524-Methoxybenzylamine2 回HCID 378634572-Chloro-6-methyl-3-(trifluoromethyl)pyridine

生成物 1

HCID 90017318HCID 90017318、化合物収率 33.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

2-Chloro-6-methyl-3-(trifluoromethyl)pyridine (200 mg, 1.02 mmol, Eq: 1.00), (4-methoxyphenyl)methylamine (168 mg, 159 μL, 1.23 mmol, Eq: 1.2) and potassium carbonate (212 mg, 1.53 mmol, Eq: 1.5) were combined in dimethylformamide (1.2 mL) to give a light yellow suspension. The mixture was stirred at 120° C. for 2 h. Additional potassium carbonate (141 mg, 1.02 mmol, Eq: 1) and (4-methoxyphenyl)methanamine (140 mg, 133 μL, 1.02 mmol, Eq: 1) were added and the mixture was stirred at 120° C. for 7 h. Saturated aqueous sodium chloride solution was added and the mixture was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated to an oil. The product (100 mg, 33%) was obtained as a colorless oil by column chromatography (SiO2, ethyl acetate/n-heptane). MS: m/z=297.3 (M+H+)

後処理

  1. customto give a light yellow suspension
  2. stirringthe mixture was stirred at 120° C. for 7 h
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. concentrationconcentrated to an oil

出典と根拠

ORDレコード
ord-14648523ceed49cdb7ba63ee5c513b60
出典データセット
uspto-grants-2016_07
特許番号
US09394311B2

反応ノート

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