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Triethylamine → 3-(1-Propyn-1-yl)-1-(2-thiophenylsulfonyl)piperazine

HRID 1972692
ノート
印刷プレビュー

反応式

HRID 1972692 の反応式
[C:1]([CH:4]1[CH2:9][NH:8][CH2:7][CH2:6][NH:5]1)#[C:2][CH3:3].FC(F)(F)C(O)=O.FC(F)(F)C(O)=O.C(C1CNCCN1)#CC.C(N(CC)CC)C.[S:40]1[CH:44]=[CH:43][CH:42]=[C:41]1[S:45](Cl)(=[O:47])=[O:46]>C(Cl)Cl>[C:1]([CH:4]1[NH:5][CH2:6][CH2:7][N:8]([S:45]([C:41]2[S:40][CH:44]=[CH:43][CH:42]=2)(=[O:47])=[O:46])[CH2:9]1)#[C:2][CH3:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 855182-Thiophenesulfonyl chlorideHCID 665838092-PropynylpiperazineHCID 866704412-(1-Propyn-1-yl)piperazine bis(trifluoroacetate)

生成物 1

HCID 665840073-(1-Propyn-1-yl)-1-(2-thiophenylsulfonyl)piperazine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

反応条件

温度
0 °C

実験手順

The 2-(1-propyn-1-yl)piperazine bis(trifluoroacetate (110 mg, 0.312 mmol) was dissolved in CH2Cl2 in a 50 mL round-bottomed flask and was then cooled to 0° C. To this solution was added an excess of triethylamine (152 μL, 1.093 mmol) followed by thiophene-2-sulfonyl chloride (57.0 mg, 0.312 mmol, Sigma-Aldrich, St. Louis, Mo.). The mixture was warmed slowly to room temperature and stirred for 2 h. Afterwards, the mixture was concentrated and absorbed onto silica gel. The crude material was purified via column chromatography (about 40 g silica gel, 0% to 10% MeOH in CH2Cl2) to give 3-(1-propyn-1-yl)-1-(2-thiophenylsulfonyl)piperazine (42 mg) as a foamy solid.

後処理

  1. temperatureThe mixture was warmed slowly to room temperature
  2. concentrationAfterwards, the mixture was concentrated
  3. customabsorbed onto silica gel
  4. customThe crude material was purified via column chromatography (about 40 g silica gel, 0% to 10% MeOH in CH2Cl2)

出典と根拠

ORDレコード
ord-68114e47dbb64e71a46f68c3ddfdc81d
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08431563B2

反応ノート

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