Water → (2R)-N-methyl-2-methylamino-3-(thiophen-2-yl)propionamide

HRID 1268636ノート

反応式

HRID 1268636 の反応式
C(O[C:6](=O)[N:7](C)[C@@H:8]([C:15](=[O:18])[NH:16][CH3:17])[CH2:9][C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)(C)(C)C.FC(F)(F)C(O)=O.O.C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH3:17][NH:16][C:15](=[O:18])[C@H:8]([NH:7][CH3:6])[CH2:9][C:10]1[S:11][CH:12]=[CH:13][CH:14]=1

参加物

6

反応物 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 10494327N-Methyl-N-((1R)-1-(methylcarbamoyl)-2-(thiophen-2-yl)ethyl)carbamic acid tert-butylester

生成物 1

HCID 10535973(2R)-N-methyl-2-methylamino-3-(thiophen-2-yl)propionamide収率 90.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

N-Methyl-N-((1R)-1-(methylcarbamoyl)-2-(thiophen-2-yl)ethyl)carbamic acid tert-butylester (1.17 g; 3.92 mmol) was dissolved in methylene chloride (4 ml). The reaction was cooled to 0° C. and triflouroacetic acid was added. The mixture was stirred at room temperature for 1.5 hour. Water (30 ml) and solid sodium hydrogencarbonate were added to pH 8. The phases were separated. The aqueous phase was extracted with methylene chloride (4×20 ml). The combined organic phases were dried over magnesium sulfate and the solvent was removed over vacuo to afford 0.70 g of (2R)-N-methyl-2-methylamino-3-(thiophen-2-yl)propionamide.

後処理

  1. customThe phases were separated
  2. extractionThe aqueous phase was extracted with methylene chloride (4×20 ml)
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. customthe solvent was removed over vacuo

出典と根拠

ORDレコード
ord-2fecc3610c81494b9b2d64a375ee7e4d
出典データセット
uspto-grants-2003_04
特許番号
US06555570B2

反応ノート

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