Water → 3-Pyridinamine, N-(1-methylethyl)-2-(1-piperazinyl)-

HRID 2293737ノート

反応式

HRID 2293737 の反応式
CC(C)(OC([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[C:18]([NH:19][CH:20]([CH3:22])[CH3:21])=[CH:17][CH:16]=[CH:15][N:14]=2)[CH2:9][CH2:8]1)=O)C.FC(F)(F)C(O)=O.O.[OH-].[Na+]>C(Cl)Cl>[CH3:22][CH:20]([NH:19][C:18]1[C:13]([N:10]2[CH2:9][CH2:8][NH:7][CH2:12][CH2:11]2)=[N:14][CH:15]=[CH:16][CH:17]=1)[CH3:21]

参加物

6

反応物 4

HCID 962WaterHCID 6422Trifluoroacetic acid2 回HCID 14798Sodium HydroxideHCID 10448702Tert-Butyl 4-(3-(Isopropylamino)Pyridin-2-Yl)Piperazine-1-Carboxylate

生成物 1

HCID 100137503-Pyridinamine, N-(1-methylethyl)-2-(1-piperazinyl)-

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-[1,1-Dimethylethoxycarbonyl]-4-[3-(1-methylethylamino)-2-pyridinyl]piperazine (PREPARATION 3) is dissolved in methylene chloride (56 ml) and cooled to 0°. Then trifluoroacetic acid is added dropwise. The reaction is warmed to 20°-25° and additional trifluoroacetic acid is added (26.6 g). When the reaction is complete by TLC, it is poured into 200 ml of water and ice, basified to pH 12 with 2N aqueous sodium hydroxide, and extracted with 10% tetrahydrofuran/chloroform (2 l) followed by 10% methanol/chloroform (1 l). The organic layers are dried over anhydrous sodium sulfate, concentrated in vacuo, and used without further purification, NMR (300 MHz, CDCl3) 7.65, 6.85, 6.76, 4.16, 3.50, 2.98 and 1.20 δ.

後処理

  1. temperaturecooled to 0°
  2. temperatureThe reaction is warmed to 20°-25°
  3. extractionextracted with 10% tetrahydrofuran/chloroform (2 l)
  4. dry with materialThe organic layers are dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customused without further purification, NMR (300 MHz, CDCl3) 7.65, 6.85, 6.76, 4.16, 3.50, 2.98 and 1.20 δ

出典と根拠

ORDレコード
ord-840ba33e04b14433a516984c86fa4b51
出典データセット
uspto-grants-1997_11
特許番号
US05686610

反応ノート

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