Diisopropylethylamine → 1-(2-(4-Benzyl-piperazin-1-yl)-ethyl)-3-(2,4,6-trimethyl-3-piperidin-1-yl-phenyl)-urea

HRID 2105275노트

반응식

HRID 2105275 반응식
[CH3:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12]N[CH2:10][CH2:9]2)=[C:6]([CH3:14])[CH:5]=[C:4]([CH3:15])[C:3]=1[NH2:16].[CH3:17]CN(C(C)C)C(C)C.ClC(Cl)(O[C:30](=[O:36])OC(Cl)(Cl)Cl)Cl.[CH2:38]([N:45]1[CH2:50][CH2:49][N:48]([CH2:51][CH2:52][NH2:53])[CH2:47][CH2:46]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>ClCCCl>[CH2:38]([N:45]1[CH2:46][CH2:47][N:48]([CH2:51][CH2:52][NH:53][C:30]([NH:16][C:3]2[C:4]([CH3:15])=[CH:5][C:6]([CH3:14])=[C:7]([N:8]3[CH2:9][CH2:10][CH2:17][CH2:12][CH2:13]3)[C:2]=2[CH3:1])=[O:36])[CH2:49][CH2:50]1)[C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 27353312-(4-Benzylpiperazin-1-yl)ethan-1-amineHCID 47388012,4,6-Trimethyl-3-piperazin-1-yl-phenylamine

생성물 1

HCID 596437401-(2-(4-Benzyl-piperazin-1-yl)-ethyl)-3-(2,4,6-trimethyl-3-piperidin-1-yl-phenyl)-urea수율 166.4%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

실험 절차

To a solution of 2,4,6-trimethyl-3-piperazin-1-yl-phenylamine (0.2 g, 0.92 mmol) and Hunig's base (0.7 mL, 4.0 mmol) in anhydrous 1,2-dichloroethane (3 mL) at 0° C. was added triphosgene (0.1 g, 0.35 mmol). The mixture was stirred at 0° C. for 30 minutes before the addition of a solution of 2-(4-benzyl-piperazin-1-yl)-ethylamine (0.2 g, 0.92 mmol) in 1,2-dichloroethane (2 mL). The reaction was stirred overnight and partitioned between water and methylene chloride. The organic layer was washed with brine, dried (MgSO4) and concentrated. The residue was chromatographed with florisil, eluting with a mixture of hexanes and ethyl acetate in the ratio of 2:1 to 100% ethyl acetate, and then to a mixture of ethyl acetate and MeOH (30:1) to give the title compound as a white foam (0.27 g, 64% yield).

후처리

  1. custompartitioned between water and methylene chloride
  2. washThe organic layer was washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe residue was chromatographed with florisil
  6. washeluting with a mixture of hexanes and ethyl acetate in the ratio of 2
  7. addition1 to 100% ethyl acetate, and then to a mixture of ethyl acetate and MeOH (30:1)

출처 및 근거

ORD 기록
ord-a76ca7dde40342b8997f0d3d7c2582d5
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579340B2

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