Ammonium Chloride → HCID 69103232、化合物

HRID 2217240ノート

反応式

HRID 2217240 の反応式
[NH2:1][C:2]1[C:3]([C:24](N(OC)C)=[O:25])=[N:4][C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[CH:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.[CH3:30][Mg]Cl.[Cl-].[NH4+]>C1COCC1>[C:24]([C:3]1[N:4]=[C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[CH:15]=2)[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:7][C:2]=1[NH2:1])(=[O:25])[CH3:30]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 86598207HCID 86598207、化合物HCID 178418332HCID 178418332、化合物

生成物 1

HCID 69103232HCID 69103232、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Under ice-bath cooling, to a suspension of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-N-methoxy-N-methyl-5-phenyl-2-pyrazinecarboxamide (200 mg) in THF (4.0 ml) was added 3.0M solution of methylmagnesium chloride in THF (0.85 ml) dropwise. The mixture was stirred at the same temperature for 5 hours. The mixture was poured into sat. aq ammonium chloride (20 ml) and an organic layer was extracted with EtOAc (50 ml), washed with water and brine, and dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by silica-gel column chromatography (CH2Cl2:MeOH=50:1-15:1). The desired fraction was recrystallized from MeOH and dried in vacuo to give 5-(6-acetyl-5-amino-3-phenyl-2-pyrazinyl)-1-isopropyl-2(1H)-pyridone (111 mg).

後処理

  1. extractionan organic layer was extracted with EtOAc (50 ml)
  2. washwashed with water and brine
  3. dry with materialdried over MgSO4
  4. customThe solvent was removed under reduced pressure
  5. customThe residue was purified by silica-gel column chromatography (CH2Cl2:MeOH=50:1-15:1)
  6. customThe desired fraction was recrystallized from MeOH
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-28c4e17f3df04daf95ed99a89e105a1d
出典データセット
uspto-grants-2008_08
特許番号
US07407961B2

反応ノート

読み込み中…