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

HRID 1161238
ノート
印刷プレビュー

反応式

HRID 1161238 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

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

生成物 1

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

実験手順

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).

後処理

  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)
  • 出典と根拠

    ORDレコード
    ord-d614033e64864752816352a61121f4ba
    出典データセット
    uspto-grants-2010_10
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US07816371B2

    反応ノート

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