Ethanol → HCID 76814775、化合物

HRID 1878520ノート

反応式

HRID 1878520 の反応式
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[CH:16]=[C:4]2[N:3]=1.C(=O)([O-])[O-].[K+].[K+].O.[NH2:31][NH2:32].[CH2:33](O)[CH3:34]>>[CH3:4][C:16]1[CH:15]=[C:17]([CH:18]=[CH:33][CH:34]=1)[CH:22]=[N:31][NH:32][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)[CH:16]=[C:4]2[N:3]=1

参加物

5

反応物 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 24654Hydrazine hydrate (1:1)HCID 58531082HCID 58531082、化合物

生成物 1

HCID 76814775HCID 76814775、化合物

反応条件

温度
150 °C

実験手順

There was suspended, in ethanol (2 mL), 5-chloro-2-(4-methylphenyl)-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidine (50.0 mg, 0.152 mM) and then potassium carbonate (23.1 mg, 0.152 mM) and hydrazine monohydrate (36.9 μL, 0.760 mM) were added to the resulting suspension. This suspension was stirred at 150° C. for 20 minutes under the irradiation with microwaves, diluted with a saturated common salt aqueous solution and then extracted with ethyl acetate. The extracts thus obtained were combined, dried over anhydrous sodium sulfate and then the solvent was distilled off. The resulting residue was suspended in ethanol (2 mL), then acetic acid (5.0 μL, 0.087 mM) and 3-methyl-benzaldehyde (17.9 μL, 0.152 mM) were added to the suspension and then the resulting mixture was stirred at room temperature for one hour. This reaction mixture was filtered and then the resulting solid was purified by the NH-silica gel column chromatography (methylene chloride) to thus give the title compound (31.4 mg, overall yield of these two steps: 48%).

後処理

  1. additiondiluted with a saturated common salt aqueous solution
  2. extractionextracted with ethyl acetate
  3. customThe extracts thus obtained
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off
  6. additionacetic acid (5.0 μL, 0.087 mM) and 3-methyl-benzaldehyde (17.9 μL, 0.152 mM) were added to the suspension
  7. stirringthe resulting mixture was stirred at room temperature for one hour
  8. filtrationThis reaction mixture was filtered
  9. customthe resulting solid was purified by the NH-silica gel column chromatography (methylene chloride)

出典と根拠

ORDレコード
ord-9f541a86439e413396e917ce5b62955c
出典データセット
uspto-grants-2012_11
特許番号
US08314098B2

反応ノート

読み込み中…