Piperidine → (R)-4-thiocarbamoyl-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide

HRID 908583ノート

反応式

HRID 908583 の反応式
Cl.[CH:2]([C:5]1[CH:33]=[CH:32][C:8]([CH2:9][NH:10][C:11]([C@H:13]2[CH2:18][NH:17][CH2:16][CH2:15][N:14]2[S:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[O:12])=[CH:7][CH:6]=1)([CH3:4])[CH3:3].C(N(CC)CC)C.C1C2C(COC([N:58]=[C:59]=[S:60])=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>C(Cl)(Cl)Cl>[CH:2]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][NH:10][C:11]([C@H:13]2[CH2:18][N:17]([C:59](=[S:60])[NH2:58])[CH2:16][CH2:15][N:14]2[S:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[O:12])=[CH:32][CH:33]=1)([CH3:4])[CH3:3]

参加物

6

反応物 4

HCID 8082PiperidineHCID 8471TriethylamineHCID 4154759Fmoc isothiocyanateHCID 67410019(R)-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide hydrochloride

生成物 1

HCID 25055531(R)-4-thiocarbamoyl-1-(4-trifluoromethyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-isopropyl-benzylamide収率 83.7%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a solution of the compound (506 mg) obtained in Example 1 in chloroform (5 ml) was added, with stirring at room temperature, triethylamine (167 μl), and 9-fluorenylmethoxycarbonyl isothiocyanate (281 mg) was added. After stirring overnight at room temperature, piperidine (198 μl) was added. After stirring overnight at room temperature, the reaction mixture was concentrated under reduced pressure, and purified by column chromatography (3% methanol/chloroform) to give the title compound (442 mg).

後処理

  1. stirringAfter stirring overnight at room temperature
  2. stirringAfter stirring overnight at room temperature
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. custompurified by column chromatography (3% methanol/chloroform)

出典と根拠

ORDレコード
ord-c50f0c7599af4c2189a7a95659c8c342
出典データセット
uspto-grants-2011_09
特許番号
US08017612B2

反応ノート

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