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

HRID 908583노트

반응식

HRID 908583 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-c50f0c7599af4c2189a7a95659c8c342
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017612B2

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