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Ethanol → (R)-2-(5-amino-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate

HRID 418487
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HRID 418487 반응식
[C:1]([O:4][CH2:5][C@H:6]([N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH3:21])[C:14]=2[N+:18]([O-])=O)[C:9]1=[O:22])[CH3:7])(=[O:3])[CH3:2].C(O)C.[Cl-].[NH4+].O>[Fe]>[C:1]([O:4][CH2:5][C@H:6]([N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH3:21])[C:14]=2[NH2:18])[C:9]1=[O:22])[CH3:7])(=[O:3])[CH3:2]
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참가 물질

6

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 59515707(R)-2-(6-Methyl-5-nitro-1-oxoisoquinolin-2(1H)-yl)propyl acetate

생성물 1

HCID 59515683(R)-2-(5-amino-6-methyl-1-oxoisoquinolin-2(1H)-yl)propyl acetate

시약·촉매·용매 1

HCID 23925Iron촉매

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온도
85 °C

실험 절차

A round bottom flask was charged with (R)-2-(6-methyl-5-nitro-1-oxoisoquinolin-2(1H)-yl)propyl acetate (3.4 g, 0.010 mol), ethanol (60 mL, 1 mol), and the solution was heated at 85° C. Ammonium chloride (6 g, 0.1 mol) in water (15 mL, 0.83 mol) was added followed by iron (2 g, 0.04 mol) in two portions. The reaction was stirred for 1 hour and poured onto dichloromethane (200 mL) and extracted. the solvent was removed under reduced pressureunder reduced pressure and the residue was purified by flash chromatography to afford the desired product as a light yellow oil.

후처리

  1. additionpoured onto dichloromethane (200 mL)
  2. extractionextracted
  3. customthe solvent was removed
  4. customthe residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-c9d162ab0d3f4fb4b97570a8c3085fd3
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093265B2

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