N-(5-Amino-2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-1,3-dioxo-2,3-dihydro-1H-inden-4-yl)acetamide → 4,5-Diamino-2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-2H-inden-1,3-dione

HRID 527135ノート

反応式

HRID 527135 の反応式
[NH2:1][C:2]1[C:3]([NH:25]C(=O)C)=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[C:6]([OH:23])([C:12]1[CH:17]=[CH:16][C:15]([CH:18]([CH3:20])[CH3:19])=[CH:14][C:13]=1[O:21][CH3:22])[C:5]2=[O:24]>Cl.CO.C(Cl)Cl>[NH2:25][C:3]1[C:2]([NH2:1])=[CH:10][CH:9]=[C:8]2[C:4]=1[C:5](=[O:24])[C:6]([OH:23])([C:12]1[CH:17]=[CH:16][C:15]([CH:18]([CH3:20])[CH3:19])=[CH:14][C:13]=1[O:21][CH3:22])[C:7]2=[O:11]

参加物

5

反応物 1

HCID 71477133N-(5-Amino-2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-1,3-dioxo-2,3-dihydro-1H-inden-4-yl)acetamide

生成物 1

HCID 714771354,5-Diamino-2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-2H-inden-1,3-dione収率 46.4%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

N-(5-amino-2-hydroxy-2-(4-isopropyl-2-methoxyphenyl)-1,3-dioxo-2,3-dihydro-1H-inden-4-yl)acetamide (85 mg, 0.19 mmol) was completely dissolved in 6M HCl (1.4 ml) and methanol (0.1 ml), followed by heating for 40 min at 80. The reaction mixture was diluted with methylene chloride, extracted with 2N NaOH aqueous solution, and the concentrated organic layer was purified using column chromatography (ethylacetate:hexane=1:1) to afford the title compound (30 mg, 44%).

後処理

  1. temperatureby heating for 40 min at 80
  2. extractionextracted with 2N NaOH aqueous solution
  3. customthe concentrated organic layer was purified

出典と根拠

ORDレコード
ord-bb13e9f2e9ff411395a63a5e984908fa
出典データセット
uspto-grants-2016_05
特許番号
US09346749B2

反応ノート

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