Sodium hydride → 3-(3,5-Dimethyl-pyrazol-1-yl)-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine

HRID 548840

反応式

HRID 548840 の反応式
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[CH2:13][OH:14].[H-].[Na+].Cl[C:18]1[N:19]=[N:20][C:21]([N:24]2[C:28]([CH3:29])=[CH:27][C:26]([CH3:30])=[N:25]2)=[CH:22][CH:23]=1>CN(C=O)C>[CH3:30][C:26]1[CH:27]=[C:28]([CH3:29])[N:24]([C:21]2[N:20]=[N:19][C:18]([O:14][CH2:13][C:3]3[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[N:5][O:6][C:2]=3[CH3:1])=[CH:23][CH:22]=2)[N:25]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 3210733-Chloro-6-(3,5-dimethylpyrazol-1-yl)pyridazineHCID 2776149(5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanol

生成物 1

HCID 426296493-(3,5-Dimethyl-pyrazol-1-yl)-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine収率 3.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of (5-methyl-3-phenyl-isoxazol-4-yl)-methanol (76 mg, 0.40 mmol) in DMF (0.8 mL) cooled to 0° C. was added sodium hydride (55% dispersion in mineral oil, 19.2 g, 0.44 mmol). The mixture was stirred at room temperature for 1 h. After addition of 3-chloro-6-(3,5-dimethylpyrazol-1-yl)-pyridazine (91.8 mg, 0.44 mmol) the mixture was stirred at room temperature overnight. Then the mixture was evaporated, extracted (ethyl acetate/water) and the organic phase was dried with sodium sulfate and concentrated. Chromatography (SiO2, heptane:ethanol=100:0 to 95:5) afforded the title compound (5.0 mg, 3%) as a white solid. MS: m/e=362.4 [M+H]+.

後処理

  1. stirringwas stirred at room temperature overnight
  2. customThen the mixture was evaporated
  3. extractionextracted (ethyl acetate/water)
  4. dry with materialthe organic phase was dried with sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-84a12e780d3d4e2a98d86e927a40946f
出典データセット
uspto-grants-2011_05
特許番号
US07943619B2

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