Water → N-[2-(2,4-dichlorophenyl)-1-methylethyl]-2-trifluoromethylpyrazine-3-carboxamide

HRID 389174ノート

反応式

HRID 389174 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]1[C:8]([C:9]([OH:11])=O)=[N:7][CH:6]=[CH:5][N:4]=1.[Cl:14][C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:16]=1[CH2:22][CH:23]([NH2:25])[CH3:24].Cl.C(N=C=NCCCN(C)C)C.O>CN(C)C1C=CN=CC=1.C(Cl)(Cl)Cl>[Cl:14][C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:16]=1[CH2:22][CH:23]([NH:25][C:9]([C:8]1[C:3]([C:2]([F:1])([F:13])[F:12])=[N:4][CH:5]=[CH:6][N:7]=1)=[O:11])[CH3:24]

参加物

7

反応物 4

HCID 962WaterHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 30411751-(2,4-Dichlorophenyl)propan-2-amineHCID 536308603-(Trifluoromethyl)pyrazine-2-carboxylic acid

生成物 1

HCID 16742597N-[2-(2,4-dichlorophenyl)-1-methylethyl]-2-trifluoromethylpyrazine-3-carboxamide収率 63.1%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6212Chloroform溶媒2 回

実験手順

To a solution of 2-trifluoromethylpyrazine-3-carboxylic acid (0.25 g, 1.3 mmol), [2-(2,4-dichlorophenyl)-1-methylethyl]amine (0.27 g, 1.3 mmol) and 4-dimethylaminopyridine (0.19 g, 1.6 mmol) in chloroform (10 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.3 g, 1.6 mmol) and the mixture was stirred at room temperature for 12 hrs. After adding water and chloroform, the mixture was partitioned, and the organic layer was washed successively with water and saturated brine and dried over anhydrous sodium sulfate. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give a desired compound (yield; 0.31 g, 63%).

後処理

  1. customthe mixture was partitioned
  2. washthe organic layer was washed successively with water and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationThe mixture was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-0beea0ad785b46a28b366d3c0891ded1
出典データセット
uspto-grants-2013_02
特許番号
US08378114B2

反応ノート

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