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N,N'-Dimethylethylenediamine → 3-(2-amino-6-quinazolinyl)-1-(3-chlorophenyl)-4-methyl-2(1H)-pyridinone

HRID 558463
ノート
印刷プレビュー

反応式

HRID 558463 の反応式
[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]3[C:13](=[O:19])[NH:14][CH:15]=[CH:16][C:17]=3[CH3:18])[CH:8]=2)[N:3]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[Cl:28][C:29]1[CH:34]=[CH:33][CH:32]=[C:31](I)[CH:30]=1.CNCCNC>[Cu]I.O1CCOCC1>[NH2:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]3[C:13](=[O:19])[N:14]([C:31]4[CH:32]=[CH:33][CH:34]=[C:29]([Cl:28])[CH:30]=4)[CH:15]=[CH:16][C:17]=3[CH3:18])[CH:8]=2)[N:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8070N,N'-DimethylethylenediamineHCID 122691-Chloro-3-iodobenzeneHCID 62657Potassium Phosphate, TribasicHCID 669999863-(2-aminoquinazolin-6-yl)-4-methylpyridin-2(1H)-one

生成物 1

HCID 250687803-(2-amino-6-quinazolinyl)-1-(3-chlorophenyl)-4-methyl-2(1H)-pyridinone

試薬・触媒・溶媒 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
85 °C

実験手順

To a resealable tube was added a mixture of 3-(2-aminoquinazolin-6-yl)-4-methylpyridin-2(1H)-one (0.050 g, 0.20 mmol), potassium phosphate (0.084 g, 0.40 mmol), and copper(I) iodide (0.0075 g, 0.040 mmol) followed by Dioxane (2 mL), 1-chloro-3-iodobenzene (0.027 ml, 0.22 mmol) and N1,N2-dimethylethane-1,2-diamine (0.009 ml, 0.079 mmol). The resealable tube was purged with argon, sealed, and heated at 85° C. for 48 hrs. The crude mixture was filtered and concentrated in vacuo. The residue was purified by silica gel chromatography using 3-10% MeOH in CH2Cl2 with 1% NH4OH to afford 3-(2-amino-6-quinazolinyl)-1-(3-chlorophenyl)-4-methyl-2(1H)-pyridinone as an off-white solid. M+H+=363.1.

後処理

  1. additionTo a resealable tube was added
  2. customThe resealable tube was purged with argon
  3. customsealed
  4. filtrationThe crude mixture was filtered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-8ced41e0bdbb42bbb811c140bdbb07df
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08063055B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート