Potassium Carbonate → 2,2-Dimethylpropyl 4-[4-(5-methyl-1,2,4-triazol-3-yl)pyridin-2-yl]-1-piperazinecarboxylate

HRID 421831

反応式

HRID 421831 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:16])[CH2:11][CH2:10]2)[CH:4]=1)#[N:2].[C:23](O)(=O)[CH3:24].[NH2:27][NH2:28].C(=O)([O-])[O-].[K+].[K+]>C(O)C.C(OCC)(=O)C>[CH3:24][C:23]1[NH:28][N:27]=[C:1]([C:3]2[CH:8]=[CH:7][N:6]=[C:5]([N:9]3[CH2:10][CH2:11][N:12]([C:15]([O:17][CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:16])[CH2:13][CH2:14]3)[CH:4]=2)[N:2]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 165591Hydrazine, acetate (1:1)HCID 119924192,2-Dimethylpropyl 4-(4-cyanopyridin-2-yl)-1-piperazinecarboxylate

生成物 1

HCID 119928952,2-Dimethylpropyl 4-[4-(5-methyl-1,2,4-triazol-3-yl)pyridin-2-yl]-1-piperazinecarboxylate収率 4.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

2,2-Dimethylpropyl 4-(4-cyanopyridin-2-yl)piperazine-1-carboxylate (143 mg) obtained in Example 2 was dissolved in ethanol (5 mL), and hydrazine acetate (140 mg) and potassium carbonate (328 mg) were added thereto and heated under reflux for 5 hours, then the reaction liquid was evaporated. Acetic anhydride (3 mL) was added to the resulting residue, and heated under reflux for 2 hours, then the reaction liquid was diluted with ethyl acetate, washed with water and saturated saline water, and dried with anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was isolated and purified through thin-layer silica gel chromatography (chloroform/methanol=9/1) to obtain 7.6 mg of the entitled compound as a colorless oil.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 5 hours
  3. customthe reaction liquid
  4. customwas evaporated
  5. additionAcetic anhydride (3 mL) was added to the resulting residue
  6. temperatureheated
  7. temperatureunder reflux for 2 hours
  8. customthe reaction liquid
  9. washwashed with water and saturated saline water
  10. dry with materialdried with anhydrous sodium sulfate
  11. customThe solvent was evaporated away
  12. customthe resulting residue was isolated
  13. custompurified through thin-layer silica gel chromatography (chloroform/methanol=9/1)

出典と根拠

ORDレコード
ord-241f80ed593d401f8b4f89df86e1e3e7
出典データセット
uspto-grants-2012_01
特許番号
US08101618B2

関連ノート

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