Sodium Carbonate → N-(4-chlorophenyl)-2-(4-pyridin-2-ylpiperazin-1-yl)acetamide

HRID 490195

반응식

HRID 490195 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:24])[CH2:22]Cl)=[CH:16][CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O.O>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([NH:20][C:21](=[O:24])[CH2:22][N:10]2[CH2:9][CH2:8][N:7]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[CH2:12][CH2:11]2)=[CH:18][CH:19]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 944591-(2-Pyridyl)piperazineHCID 949202,4'-Dichloroacetanilide

생성물 1

HCID 725917N-(4-chlorophenyl)-2-(4-pyridin-2-ylpiperazin-1-yl)acetamide수율 85%

시약·촉매·용매 1

HCID 21962138N,N-Dimethylformamide--water (1/1)용매

실험 절차

A mixture of 1-pyridin-2-ylpiperazine (24 mg, 0.15 mmol, Aldrich), N-(4-chlorophenyl)-2-chloroacetamide (41 mg, 0.20 mmol, Maybridge) and sodium carbonate (50 mg) in N,N-dimethylformamide/water (2:1, 2 mL) was shaken at room temperature for 18 hours. The resulting mixture was decanted, concentrated under reduced pressure and the residue purified by preparative HPLC to provide 42 mg (85%) of the desired product. 1H NMR (500 MHz, DMSO-d6) δ b2.60 (t, J=4 Hz, 4H), 3.21 (s, 2H), 3.58 (t, J=4 Hz, 4H), 6.63 (t, J=5 Hz, 1H), 6.83 (d, J=6 Hz, 1H), 7.38 (d, J=6 Hz, 2H), 7.54 (t, J=6 Hz, 1H), 7.70 (d, J=6 Hz, 2H), 8.12 (d, J=5 Hz, 1H), 9.90 (s, 1H); MS (ESI/APCI+) m/e 331 (M+H)+.

후처리

  1. customThe resulting mixture was decanted
  2. concentrationconcentrated under reduced pressure
  3. customthe residue purified by preparative HPLC

출처 및 근거

ORD 기록
ord-7dbbfdbc20d540e09205e01a04fdbd71
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528134B2

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