Ammonium Chloride → HCID 69103232, 화합물

HRID 2217240노트

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HRID 2217240 반응식
[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]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 86598207HCID 86598207, 화합물HCID 178418332HCID 178418332, 화합물

생성물 1

HCID 69103232HCID 69103232, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-28c4e17f3df04daf95ed99a89e105a1d
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407961B2

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