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1-Phenylpiperazine → HCID 178453926, 화합물

HRID 1600684
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HRID 1600684 반응식
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([CH2:15][C:16]([OH:18])=O)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:26]1([N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[C:1]([O:5][C:6](=[O:7])[NH:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([CH2:15][C:16](=[O:18])[N:35]2[CH2:36][CH2:37][N:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:33][CH2:34]2)[CH2:13][CH2:14]1)([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride2회HCID 178453927HCID 178453927, 화합물

생성물 1

HCID 178453926HCID 178453926, 화합물수율 50%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a colution containing trans-(4-tertbutoxycarbonylamino-cyclohexyl)-acetic acid (15.44 g, 0.06 mol), triethylamine (6.05 g, 0.06 mol) and 1-phenylpiperazine (9.73 g, 0.06 mol) in CH2Cl2 (250 mL) was added EDAC-HCl ((1-ethyl-(3dimethylaminopropyl)-carbodiimide hydrochloride (11.5 g, 0.06 mol)). The reaction mixture was stirred at room temperature 16 hours, then washed with water, 1N NaOH, brine, and dried (MgSO4). The solvent was evaporated, and the residue was chromatographed on a flash silica gel column eluting with CH2Cl2 and then EtOAc. The product fractions were recrystallized from acetonitrile (CH3CN) to yield 12.0 g (50%) of trans-{4-[2-oxo-2-(4-phenyl-piperazin-1-yl)-ethyl]-cylohexyl}-carbamic acid tert-butyl ester as white crystals; mp 197.5-200° C.

후처리

  1. washwashed with water, 1N NaOH, brine
  2. dry with materialdried (MgSO4)
  3. customThe solvent was evaporated
  4. customthe residue was chromatographed on a flash silica gel column
  5. washeluting with CH2Cl2
  6. customThe product fractions were recrystallized from acetonitrile (CH3CN)

출처 및 근거

ORD 기록
ord-f1ba7317f738441daa16e291bb3b3355
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05977110

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