tert-Butyl 4-{1-[(benzoyloxy)carbonyl]piperidin-4-yl}-3-oxopiperazin-1-carboxylate → HCID 68416800、化合物

HRID 2366538ノート

反応式

HRID 2366538 の反応式
[C:1]([O:9][C:10]([N:12]1[CH2:17][CH2:16][CH:15]([N:18]2[CH2:23][CH2:22][N:21]([C:24](OC(C)(C)C)=O)[CH2:20][C:19]2=[O:31])[CH2:14][CH2:13]1)=[O:11])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O.ClCCl>[CH3:24][N:21]1[CH2:22][CH2:23][N:18]([CH:15]2[CH2:16][CH2:17][N:12]([C:10]([O:9][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:11])[CH2:13][CH2:14]2)[C:19](=[O:31])[CH2:20]1

参加物

4

反応物 1

HCID 86615672tert-Butyl 4-{1-[(benzoyloxy)carbonyl]piperidin-4-yl}-3-oxopiperazin-1-carboxylate

生成物 1

HCID 68416800HCID 68416800、化合物収率 117.8%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

tert-Butyl 4-{1-[(benzoyloxy)carbonyl]piperidin-4-yl}-3-oxopiperazin-1-carboxylate (0.42 g) obtained in Example 12b) was dissolved in trifluoroacetic acid (1 mL) and dichloromethane (1 mL), and the mixture was stirred at room temperature for one hour. The reaction mixture was concentrated, toluene was added to the residue and it was concentrated again under reduced pressure. The residue was dissolved in dichloromethane (15 mL) and formalin (37%; 0.5 mL) was added. After the reaction mixture was stirred at room temperature for 2 hours, sodium triacetoxyborohydride (0.53 g) was added, and the mixture was stirred at room temperature for 15 hours. The reaction mixture was washed with an aqueous sodium bicarbonate solution and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (0.38 g, quantitative) as a light yellow oil.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additiontoluene was added to the residue and it
  3. concentrationwas concentrated again under reduced pressure
  4. dissolutionThe residue was dissolved in dichloromethane (15 mL)
  5. additionformalin (37%; 0.5 mL) was added
  6. additionsodium triacetoxyborohydride (0.53 g) was added
  7. stirringthe mixture was stirred at room temperature for 15 hours
  8. washThe reaction mixture was washed with an aqueous sodium bicarbonate solution
  9. dry with materialdried over anhydrous sodium sulfate
  10. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-e6846d793dff444dac2390870c8fe326
出典データセット
uspto-grants-2014_04
特許番号
US08697865B2

反応ノート

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