1,2-Dichloroethane → HCID 118020438、化合物

HRID 1747511ノート

反応式

HRID 1747511 の反応式
C(Cl)CCl.[CH3:5][NH:6][CH3:7].[Cl:8][C:9]1[N:14]=[C:13]([C:15](O)=[O:16])[C:12]([C:18]([F:21])([F:20])[F:19])=[CH:11][CH:10]=1.[Cl-].[NH4+]>ClCCl>[Cl:8][C:9]1[N:14]=[C:13]([C:15]([N:6]([CH3:7])[CH3:5])=[O:16])[C:12]([C:18]([F:21])([F:20])[F:19])=[CH:11][CH:10]=1

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 674DimethylamineHCID 25517Ammonium ChlorideHCID 112990916-chloro-3-(trifluoromethyl)pyridine-2-carboxylic Acid

生成物 1

HCID 118020438HCID 118020438、化合物収率 43%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

EDC (650 mg, 3.39 mmol) and dimethylamine (2.0 M solution in THF, 2.30 mL, 4.60 mmol) were added at room temperature to a solution of 6-chloro-3-(trifluoromethyl)pyridine-2-carboxylic acid (516 mg, 2.29 mmol) in dichloromethane (20 mL), and the mixture was stirred at room temperature for 4 hours. A saturated ammonium chloride aqueous solution was added to the reaction solution, followed by extraction with dichloromethane. The obtained organic layer was washed with brine and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [elute: hexane/ethyl acetate=100/0-70/30 (gradient)] to obtain the title compound (246 mg, yield: 43%).

後処理

  1. extractionfollowed by extraction with dichloromethane
  2. washThe obtained organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography [elute: hexane/ethyl acetate=100/0-70/30 (gradient)]

出典と根拠

ORDレコード
ord-c060cde2355f4a79b0555b9bd6f48ba0
出典データセット
uspto-grants-2015_10
特許番号
US09150575B2

反応ノート

読み込み中…