Sodium Hydroxide → 4-Isobutyl-2-(5-isobutyl-3-methylpyrazol-1-yl)-6-methylpyrimidine

HRID 2047627ノート

反応式

HRID 2047627 の反応式
[C:1]([NH:4][NH2:5])([NH2:3])=[NH:2].Cl.[OH-].[Na+].[CH3:9][CH:10]([CH3:18])[CH2:11][C:12](=O)[CH2:13][C:14](=O)[CH3:15]>O>[CH2:11]([C:12]1[CH:13]=[C:14]([CH3:15])[N:3]=[C:1]([N:4]2[C:14]([CH3:15])=[CH:13][C:12]([CH2:11][CH:10]([CH3:18])[CH3:9])=[N:5]2)[N:2]=1)[CH:10]([CH3:18])[CH3:9].[CH2:11]([C:12]1[CH:13]=[C:14]([CH3:15])[N:3]=[C:1]([N:4]2[C:12]([CH2:11][CH:10]([CH3:18])[CH3:9])=[CH:13][C:14]([CH3:15])=[N:5]2)[N:2]=1)[CH:10]([CH3:18])[CH3:9]

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 763542,4-Heptanedione, 6-methyl-HCID 178418668HCID 178418668、化合物

生成物 2

HCID 533072464-Isobutyl-2-(3-isobutyl-5-methylpyrazol-1-yl)-6-methylpyrimidine収率 4%HCID 533072474-Isobutyl-2-(5-isobutyl-3-methylpyrazol-1-yl)-6-methylpyrimidine収率 50%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

To aminoguanidine hydrochloride (1.59 g, 14.4 mmol), water (5 ml), sodium hydroxide (576 mg, 14.4 mmol), and 6-methyl-2,4-heptanedione (manufactured by Tokyo Chemical Industry, purity: 97.0% or higher) (4.50 g, 31.6 mmol) were added, and then stirred at 80° C. for 8 hours. To the reaction mixture, water (30 ml) was added, and the extraction was carried out with ethyl acetate (10 ml). The extract was washed with saturated brine, dried with anhydrous sodium sulfate, and then concentrated. The obtained residue (3.83 g) was subjected to silica gel column chromatography (80 g of silica gel, chloroform to chloroform:methanol=100:1) to obtain 4-isobutyl-2-(3-isobutyl-5-methylpyrazol-1-yl)-6-methylpyrimidine (181 mg, 4%) and 4-isobutyl-2-(5-isobutyl-3-methylpyrazol-1-yl)-6-methylpyrimidine (2.05 g, 50%).

後処理

  1. extractionthe extraction
  2. washThe extract was washed with saturated brine
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-2169f77453814d4d9f836f3b947affd6
出典データセット
uspto-grants-2013_11
特許番号
US08592582B2

反応ノート

読み込み中…