Hydrochloric Acid → HCID 69103555, 화합물

HRID 2217248노트

반응식

HRID 2217248 반응식
[C:1]([C:4]1[N:9]=[C:8]([C:10]2[CH:11]=[CH:12][C:13](=[O:19])[N:14]([CH:16]([CH3:18])[CH3:17])[CH:15]=2)[C:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:6][C:5]=1[NH2:26])(=[O:3])[CH3:2].[BH4-].[Na+].Cl.O>C1COCC1.CO.CCOC(C)=O>[NH2:26][C:5]1[N:6]=[C:7]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:8]([C:10]2[CH:11]=[CH:12][C:13](=[O:19])[N:14]([CH:16]([CH3:17])[CH3:18])[CH:15]=2)=[N:9][C:4]=1[CH:1]([OH:3])[CH3:2]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 69103232HCID 69103232, 화합물

생성물 1

HCID 69103555HCID 69103555, 화합물수율 19.4%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 21899815MeOH tetrahydrofuran용매

실험 절차

To a solution of 5-(6-acetyl-5-amino-3-phenyl-2-pyrazinyl)-1-isopropyl-2(1H)-pyridone (82 mg) in THF-MeOH (1:1, 2.0 ml), was added sodium borohydride (8.9 mg). The mixture was stirred st room temperature for 4 hours. 1N HCl (0.05 ml) was poured into the mixtre. Water and EtOAc were poured into the mixture and the organic layer was separated, washed with water and brine, and dried over MgSO4. The solvent was removed under reduced pressure. The residue was purified by column chromatography. The desired product was recrystallized from EtOH and dried in vacuo to give 5-[5-amino-6-(1-hydroxyethyl)-3-phenyl-2-pyrazinyl]-1-isopropyl-2(1H)-pyridone (16 mg).

후처리

  1. customthe organic layer was separated
  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 column chromatography
  6. customThe desired product was recrystallized from EtOH
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-fbe59a2f466b4fd9ab317aa711a07020
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407961B2

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