1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67812272、化合物

HRID 1527645ノート

反応式

HRID 1527645 の反応式
[CH3:1][NH:2][C:3]1[C:8]([NH2:9])=[CH:7][C:6]([C:10]([F:13])([F:12])[F:11])=[CH:5][N:4]=1.CCN=C=NCCCN(C)C.[Cl:25][C:26]1[C:27]([C:32](O)=[O:33])=[N:28][CH:29]=[N:30][CH:31]=1.C(=O)([O-])O.[Na+]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1.C1COCC1>[Cl:25][C:26]1[C:27]([C:32]([NH:9][C:8]2[C:3]([NH:2][CH3:1])=[N:4][CH:5]=[C:6]([C:10]([F:13])([F:11])[F:12])[CH:7]=2)=[O:33])=[N:28][CH:29]=[N:30][CH:31]=1

参加物

8

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 516892Sodium BicarbonateHCID 2735930N2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamineHCID 200293965-Chloropyrimidine-4-carboxylic acid

生成物 1

HCID 67812272HCID 67812272、化合物

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 1049Pyridine溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To a mixture of N2-methyl-5-trifluoromethylpyridine-2,3-diamine (2.65 g), WSC (2.66 g), 4-dimethylaminopyridine (0.10 g), THF (10 ml), and pyridine (10 ml), 5-chloropyrimidine-4-carboxylic acid was added under ice-cooling, and the reaction mixture was stirred at 50° C. for 8 hours. After standing to cool the reaction mixture to room temperature, to the reaction mixture, saturated aqueous sodium hydrogen carbonate solution was added, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.77 g of 5-chloro-N-(2-methylamino-5-trifluoromethyl-pyridin-3-yl)-pyrimidine-4-carboxamide.

後処理

  1. additionwas added under ice-
  2. temperaturecooling
  3. temperatureto cool the reaction mixture to room temperature
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-39b89df4634f45a0b29e8ffcfe96b84b
出典データセット
uspto-grants-2015_07
特許番号
US09089136B2

反応ノート

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