Water → HCID 11429076, 화합물

HRID 2217250노트

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HRID 2217250 반응식
[Br:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[N:11]=[C:12]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:13]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[CH:21]=2)=[N:14][CH:15]=1.O.C(Cl)Cl>CN(C=O)C>[NH2:9][C:10]1[N:11]=[C:12]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:13]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[CH:21]=2)=[N:14][C:15]=1[Br:1]

참가 물질

6

반응물 4

HCID 962WaterHCID 6344DichloromethaneHCID 67184N-bromobutanimideHCID 691042475-(5-Amino-3-phenyl-2-pyrazinyl)-1-(1-methylethyl)-2(1H)-pyridinone

생성물 1

HCID 11429076HCID 11429076, 화합물수율 79.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Under ice-bath cooling, N-bromosuccinimide (1.83 g) was added to a solution of 5-(5-amino-3-phenyl-2-pyrazinyl)-1-isopropyl-2(1H)-pyridone (3.0 g) in DMF (90 ml). The mixture was stirred at the same temperature for 2 hours. Water and CH2Cl2 were poured into the mixture and the organic layer was separated, washed with sat. aq. sodium thiosulfate solution, sat. aq. NaHCO3 solution, water, and brine, and dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by column chromatography (silica-gel, toluene-EtOAc), recrystallized from EtOH, and dried in vacuo to give 5-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-1-isopropyl-2(1H)-pyridone (3.0 g).

후처리

  1. temperatureUnder ice-bath cooling
  2. customthe organic layer was separated
  3. washwashed with sat. aq. sodium thiosulfate solution, sat. aq. NaHCO3 solution, water, and brine
  4. dry with materialdried over MgSO4
  5. customThe solvent was removed under reduced pressure
  6. customThe residue was purified by column chromatography (silica-gel, toluene-EtOAc)
  7. customrecrystallized from EtOH
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-712460d9891d42df86b38616a0dafa70
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407961B2

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