Benzyl Chloride → HCID 58367486、化合物

HRID 2079769ノート

反応式

HRID 2079769 の反応式
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][NH:9][CH2:8][CH2:7][N:6]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:4].[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C>C(#N)C>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][N:9]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:8][CH2:7][N:6]1[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[O:4]

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 8471TriethylamineHCID 7016513(S)-1-N-Boc-piperazine-2-carboxylic acid methyl ester

生成物 1

HCID 58367486HCID 58367486、化合物収率 52%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
71 °C

実験手順

To a dry 100.0 ml one necked round bottom flask equipped with a stirring bar is added (S)-1-N-Boc-piperazine-2-carboxylic methyl ester (800 mg, 3.275 mmol) under N2. Anhydrous acetonitrile (20 ml) is added to the flask followed by benzyl chloride (0.38 ml, 3.275 mmol) and triethylamine (1.28 ml, 9.17 mmol). Condenser is then put on to the flask and the reaction mixture is heated at 71° C. for 20 minutes. The reaction mixture is allowed to come to room temperature and concentrated under reduced pressure. It is then diluted with dicholoromethane and washed with water and brine. The organic layer is dried over Na2SO4, filtered and concentrated under reduced pressure. The crude compound is flash column purified using hexane and ethylacetate gradient solvent system to yield 570 mg (52%) of the desired product.

後処理

  1. customCondenser is then put on to the flask
  2. customto come to room temperature
  3. concentrationconcentrated under reduced pressure
  4. additionIt is then diluted with dicholoromethane
  5. washwashed with water and brine
  6. dry with materialThe organic layer is dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. custompurified

出典と根拠

ORDレコード
ord-24fa5f899c16441280329e2f68e43806
出典データセット
uspto-grants-2011_04
特許番号
US07932255B2

反応ノート

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