Potassium Carbonate → (S)-N-benzylidene-1-[1-(7-bromo-1,4-benzodioxan-2-ylmethyl)-4-piperidyl]methylamine

HRID 369074노트

반응식

HRID 369074 반응식
C1(C)C=CC(S(O[CH2:11][C@@H:12]2[O:17][C:16]3[CH:18]=[C:19]([Br:22])[CH:20]=[CH:21][C:15]=3[O:14][CH2:13]2)(=O)=O)=CC=1.[CH:24](=[N:31][CH2:32][CH:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.[I-].[K+]>[CH:24](=[N:31][CH2:32][CH:33]1[CH2:34][CH2:35][N:36]([CH2:11][C@@H:12]2[O:17][C:16]3[CH:18]=[C:19]([Br:22])[CH:20]=[CH:21][C:15]=3[O:14][CH2:13]2)[CH2:37][CH2:38]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 11820173N-Benzylidene(piperidin-4-yl)methanamineHCID 54071671(R)-7-bromo-1,4-benzodioxan-2-ylmethyl 4-toluenesulphonate

생성물 1

HCID 54401525(S)-N-benzylidene-1-[1-(7-bromo-1,4-benzodioxan-2-ylmethyl)-4-piperidyl]methylamine

시약·촉매·용매 2

HCID 4875Potassium Iodide촉매HCID 6342Acetonitrile용매

실험 절차

A mixture of (R)-7-bromo-1,4-benzodioxan-2-ylmethyl 4-toluenesulphonate (6.5 g, prepared as described in WO97/03071), N-benzylidene-4-piperidylmethylamine (3.0 g), potassium carbonate (4.1 g), and potassium iodide (10 mg) in acetonitrile (200 ml) was heated at reflux, with stirring, under nitrogen for 24 hours. The reaction was cooled, filtered and concentrated under reduced pressure to afford (S)-N-benzylidene-1-[1-(7-bromo-1,4-benzodioxan-2-ylmethyl)-4-piperidyl]methylamine (6.3 g) as an orange-brown viscous oil.

후처리

  1. customprepared
  2. temperaturewas heated
  3. temperatureat reflux
  4. temperatureThe reaction was cooled
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-92f1ff4b8956456084127daf68f79825
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06136825

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