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

HRID 2047627

반응식

HRID 2047627 반응식
[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]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 763542,4-Heptanedione, 6-methyl-HCID 178418668HCID 178418668, 화합물

생성물 2

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

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
80 °C

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-2169f77453814d4d9f836f3b947affd6
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592582B2

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