4-(4-BOC-piperazinosulfonyl)bromobenzene → 1-(4-Bromobenzene-1-sulfonyl)piperazine

HRID 238197ノート

反応式

HRID 238197 の反応式
C(OC([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[Br:23][C:20]1[CH:19]=[CH:18][C:17]([S:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)(=[O:16])=[O:15])=[CH:22][CH:21]=1

参加物

4

反応物 1

HCID 166655764-(4-BOC-piperazinosulfonyl)bromobenzene

生成物 1

HCID 7129241-(4-Bromobenzene-1-sulfonyl)piperazine収率 88%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

4-(4-Bromo-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (500 mg, 1.23 mmol) was dissolved in a mixture of dichloromethane (5 mL) and trifluoroacetic acid (5 mL) and stirred at room temperature overnight. The reaction mixture was then concentrated in vacuo and then dissolved in dichloromethane and washed with saturated sodium bicarbonate solution and then water. The organic layer was then dried over magnesium sulfate and concentrated in vacuo to yield the product as a white solid (329 mg, 88%). 1H NMR (CDCl3) δ 1.77 (s, 1H), 2.96 (m, 4H), 3.01 (m, 4H), 7.64 (dt, 2H, J=2.1, 8.7 Hz), 7.69 (dt, 2H, J=2.1, 8.7 Hz).

後処理

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. dissolutiondissolved in dichloromethane
  3. washwashed with saturated sodium bicarbonate solution
  4. dry with materialThe organic layer was then dried over magnesium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-385791ade7814adf8f92beba876e566b
出典データセット
uspto-grants-2014_02
特許番号
US08642609B2

反応ノート

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