tert-Butyl piperazine-1-carboxylate → t-Butyl 4-(6-chloromethylpyridin-2-ylmethyl)piperazine-1-carboxylate

HRID 1668518

反応式

HRID 1668518 の反応式
Cl[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][Cl:10])[N:4]=1.[C:11]([O:15][C:16]([N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12]>C(O)C>[Cl:10][CH2:9][C:5]1[N:4]=[C:3]([CH2:2][N:21]2[CH2:20][CH2:19][N:18]([C:16]([O:15][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:17])[CH2:23][CH2:22]2)[CH:8]=[CH:7][CH:6]=1

参加物

4

反応物 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 3166542,6-Bis(chloromethyl)pyridine

生成物 1

HCID 58105228t-Butyl 4-(6-chloromethylpyridin-2-ylmethyl)piperazine-1-carboxylate収率 38.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2,6-Bis(chloromethyl)pyridine (352 mg) was suspended in 4 mL of ethanol, and 372 mg of N-(t-butoxycarbonyl)piperazine was added into the suspension at ice temperature, and then the suspension was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, the residue was added to water and extracted with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and the solvent was removed. The residue was purified by chromatography on silica gel (methylene chloride-ethanol=30:1) to give 250 mg of t-butyl 4-(6-chloromethylpyridin-2-ylmethyl)piperazine-1-carboxylate as a colorless oil.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was added to water
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was removed
  7. customThe residue was purified by chromatography on silica gel (methylene chloride-ethanol=30:1)

出典と根拠

ORDレコード
ord-da6258bb609641c28feb59f6b6ced1c4
出典データセット
uspto-grants-2011_08
特許番号
US07989446B2

関連ノート

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