Sodium borohydride → HCID 70656222, 화합물

HRID 2401309노트

반응식

HRID 2401309 반응식
[C:1]([C:4]1[CH:5]=[C:6]([CH:26]=[CH:27][CH:28]=1)[O:7][C:8]1[N:9]([CH2:23][CH2:24][CH3:25])[C:10](=[O:22])[C:11]2[NH:12][C:13]([CH:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[N:14][C:15]=2[N:16]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C>[CH:17]1([C:13]2[NH:12][C:11]3[C:10](=[O:22])[N:9]([CH2:23][CH2:24][CH3:25])[C:8]([O:7][C:6]4[CH:26]=[CH:27][CH:28]=[C:4]([CH:1]([OH:3])[CH3:2])[CH:5]=4)=[N:16][C:15]=3[N:14]=2)[CH2:21][CH2:20][CH2:19][CH2:18]1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 67192531HCID 67192531, 화합물

생성물 1

HCID 70656222HCID 70656222, 화합물수율 85%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-(3-Acetyl-phenoxy)-8-cyclopentyl-1-propyl-1,7-dihydro-purin-6-one (0.05 g, 0.178 mmol) was taken in ethanol (2 ml). To this was added NaBH4 (0.02 mg, 0.525 mmol) at 0° C. and stirred at room temperature for 2 hours. The reaction mixture was quenched with saturated NH4Cl and solvent was concentrated under reduced pressure. Aqueous layer was extracted with ethyl acetate and organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by preparative HPLC using 1% methanol in dichloromethane as solvent system to give the product as off white solid (0.04 g) in 85% yield.

후처리

  1. customThe reaction mixture was quenched with saturated NH4Cl and solvent
  2. concentrationwas concentrated under reduced pressure
  3. extractionAqueous layer was extracted with ethyl acetate and organic layer
  4. washwas washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-82ba9d2b71b6439eb8dafef31dc2a779
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796290B2

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