Diisopropylethylamine → (4-(6-Amino-3-(2-methyl-3-nitrophenyl)-1,2,4-triazin-5-ylamino)phenyl)(morpholino)methanone

HRID 445919

反応式

HRID 445919 の反応式
Cl[C:2]1[N:3]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=2[CH3:18])[N:5]=[N:6][C:7]=1[NH2:8].[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[O:27])=[CH:22][CH:21]=1.C(N(CC)C(C)C)(C)C>O1CCOCC1>[NH2:8][C:7]1[N:6]=[N:5][C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=2[CH3:18])=[N:3][C:2]=1[NH:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]([N:28]2[CH2:29][CH2:30][O:31][CH2:32][CH2:33]2)=[O:27])=[CH:24][CH:25]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 5778154-(Morpholine-4-carbonyl)anilineHCID 582795485-Chloro-3-(2-methyl-3-nitrophenyl)-1,2,4-triazin-6-amine

生成物 1

HCID 58279511(4-(6-Amino-3-(2-methyl-3-nitrophenyl)-1,2,4-triazin-5-ylamino)phenyl)(morpholino)methanone収率 33.9%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 5-chloro-3-(2-methyl-3-nitrophenyl)-1,2,4-triazin-6-amine (1.05 g, 3.95 mmol), (4-aminophenyl)(morpholino)methanone (1.630 g, 7.90 mmol), and N,N-diisopropylethylamine (1.243 mL, 7.11 mmol) in 1,4-dioxane (60 mL) was heated at reflux for 2 days. The volatiles were removed under vacuum. To the residue was added water (60 mL). The precipitating material was collected by suction filtration. The filter cake was purified by ISCO (120 g silica gel, solid loading, 3-8% MeOH/CH2Cl2) to provide the desired product, (4-(6-amino-3-(2-methyl-3-nitrophenyl)-1,2,4-triazin-5-ylamino)phenyl)(morpholino)methanone (0.595 g, 1.339 mmol, 33.9% yield), as a yellow solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 2 days
  3. customThe volatiles were removed under vacuum
  4. additionTo the residue was added water (60 mL)
  5. filtrationThe precipitating material was collected by suction filtration
  6. customThe filter cake was purified by ISCO (120 g silica gel, solid loading, 3-8% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-c5739192b8854b41a2239b479b0afb0b
出典データセット
uspto-grants-2013_07
特許番号
US08476430B2

関連ノート

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