Potassium Carbonate → (R)-N-[1-(4-Pyrrolidinophenethyl)pyrrolidin-3-yl]-2-(2-bromobenzyloxy)aniline

HRID 2251914노트

반응식

HRID 2251914 반응식
CS(O[C@H:6]1[CH2:10][CH2:9][N:8]([CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[CH:15][CH:14]=2)[CH2:7]1)(=O)=O.[Br:24][C:25]1[CH:39]=[CH:38][CH:37]=[CH:36][C:26]=1[CH2:27][O:28][C:29]1[CH:35]=[CH:34][CH:33]=[CH:32][C:30]=1[NH2:31].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N:19]1([C:16]2[CH:17]=[CH:18][C:13]([CH2:12][CH2:11][N:8]3[CH2:9][CH2:10][C@@H:6]([NH:31][C:30]4[CH:32]=[CH:33][CH:34]=[CH:35][C:29]=4[O:28][CH2:27][C:26]4[CH:36]=[CH:37][CH:38]=[CH:39][C:25]=4[Br:24])[CH2:7]3)=[CH:14][CH:15]=2)[CH2:23][CH2:22][CH2:21][CH2:20]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 112081902-(o-Bromobenzyloxy) anilineHCID 59643988(S)-3-methanesulfonyloxy-1-(4-pyrrolidinophenethyl)pyrrolidine

생성물 1

HCID 69200293(R)-N-[1-(4-Pyrrolidinophenethyl)pyrrolidin-3-yl]-2-(2-bromobenzyloxy)aniline

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

(S)-3-Methanesulfonyloxy-1-(4-pyrrolidinophenethyl)pyrrolidine (0.30 g, 0.89 mmol) was added to 2-(2-bromobenzyloxy)aniline (1.15 g, 4.13 mmol) in argon stream. The obtained mixture was dissolved in acetonitrile (50 ml). Potassium carbonate (1.62 g, 11.7 mmol) was added to the obtained solution, and they were refluxed for 85 hours. Acetonitrile (15 ml) was added to the reaction mixture, and they were refluxed for additional 48 hours. The reaction mixture was filtered through Celite to obtain the filtrate. The solvent was evaporated under reduced pressure to obtain the title compound in the form of a brown oily mixture (1.40 g).

후처리

  1. temperaturewere refluxed for 85 hours
  2. temperaturewere refluxed for additional 48 hours
  3. filtrationThe reaction mixture was filtered through Celite
  4. customto obtain the filtrate
  5. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-c502d0469d1446b08c33f2fa20d0e565
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07320973B2

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