Water → HCID 11429076、化合物

HRID 2217250ノート

反応式

HRID 2217250 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 11429076HCID 11429076、化合物収率 79.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-712460d9891d42df86b38616a0dafa70
出典データセット
uspto-grants-2008_08
特許番号
US07407961B2

反応ノート

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