Diisopropylethylamine → HCID 42635440, 화합물

HRID 417966

반응식

HRID 417966 반응식
[C:1](=[O:20])(OC1C=CC([N+]([O-])=O)=CC=1)[O:2][CH:3]1[CH2:8][CH2:7][N:6]([CH3:9])[CH2:5][CH2:4]1.CCN(C(C)C)C(C)C.[CH3:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)=[CH:33][CH:32]=1>CN(C=O)C>[CH3:30][C:31]1[CH:32]=[CH:33][C:34]([N:37]2[CH2:42][CH2:41][N:40]([C:1]([O:2][CH:3]3[CH2:4][CH2:5][N:6]([CH3:9])[CH2:7][CH2:8]3)=[O:20])[CH2:39][CH2:38]2)=[CH:35][CH:36]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 831131-(p-Tolyl)piperazineHCID 66650691HCID 66650691, 화합물

생성물 1

HCID 42635440HCID 42635440, 화합물수율 79%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-methylpiperidin-4-yl 4-nitrophenyl carbonate (1.81 g, 6.44 mmol) and DIPEA (0.76 mL, 4.4 mmol) in DMF (20 mL) was added 4-(4-methylphenyl)piperazine (1.53 g, 6.14 mmol). The reaction mixture was stirred at room temperature for 3 hours, the reaction mixture was then concentrated in vacuo. The resulting residue was dissolved in EtOAc (250 mL) and washed with 1M aq Na2CO3 (5×150 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by normal phase column chromatography (eluting with DCM, followed by a 90:10 mixture of DCM:MeOH) to give 1-methyl-piperidin-4-yl 4-(4-methylphenyl)piperazine-1-carboxylate (1.54 g, 79%) as a cream solid.

후처리

  1. concentrationthe reaction mixture was then concentrated in vacuo
  2. dissolutionThe resulting residue was dissolved in EtOAc (250 mL)
  3. washwashed with 1M aq Na2CO3 (5×150 mL)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by normal phase column chromatography (
  7. washeluting with DCM
  8. additionfollowed by a 90:10 mixture of DCM

출처 및 근거

ORD 기록
ord-7b3836f3188a4e4392c0feed6ad21392
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093248B2

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