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Methanol → (R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)-2-phenylacetamide

HRID 1161238
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반응식

HRID 1161238 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([C@H:15]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:16]([NH2:18])=[O:17])[C:9]2=[O:14])([O-])=O.CO>>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([C@H:15]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:16]([NH2:18])=[O:17])[C:9]2=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 887MethanolHCID 59515684(R)-2-(5-Nitro-1-oxoisoquinolin-2(1H)-yl)-2-phenylacetamide

생성물 1

HCID 59515654(R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)-2-phenylacetamide

실험 절차

A round bottom flask was charged with (R)-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)-2-phenylacetamide (2.3 g, 0.0071 mol), methanol (30 mL, 0.7 mol) palladium, 10% weight on charcoal (110 mg, 0.00090 mol) was added and the flask was evacuated of air and stirred under hydrogen atmosphere (1 atm) for 1.5 h. The reaction mixture was filtered over celite and the solvent removed under pressure. The residue was purified by flash chromatography (40 g silica, 0-10% MeOH/DCM) to obtain the product as a light yellow solid. MS m/z=294.5 (M+H).

후처리

  1. additionwas added
  2. customthe flask was evacuated of air
  3. filtrationThe reaction mixture was filtered over celite
  • customthe solvent removed under pressure
  • customThe residue was purified by flash chromatography (40 g silica, 0-10% MeOH/DCM)
  • 출처 및 근거

    ORD 기록
    ord-d614033e64864752816352a61121f4ba
    출처 데이터셋
    uspto-grants-2010_10
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07816371B2

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