Toluene → HCID 136133166、化合物

HRID 1914817ノート

反応式

HRID 1914817 の反応式
[NH2:1][C:2]1[N:7]2[N:8]=[C:9]([CH3:11])[CH:10]=[C:6]2[N:5]=[CH:4][C:3]=1[CH:12]=O.[C:14]1([CH2:20][C:21](OC)=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CC(C)([O-])C.[K+].C1(C)C=CC=CC=1>CN(C=O)C>[CH3:11][C:9]1[CH:10]=[C:6]2[N:5]=[CH:4][C:3]3[CH:12]=[C:20]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[C:21](=[O:22])[NH:1][C:2]=3[N:7]2[N:8]=1

参加物

6

反応物 4

HCID 1140TolueneHCID 7559Methyl phenylacetateHCID 23665647Potassium tert-butoxideHCID 58034374HCID 58034374、化合物

生成物 1

HCID 136133166HCID 136133166、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
105 °C

実験手順

Into a round bottom flask was added 7-amino-2-methylpyrazolo[1,5-a]pyrimidine-6-carbaldehyde (1-2) (5.30 g, 30 mmol), methy phenylacetate (18.0 g, 120 mmol), potassium tert-butoxide (5.80 g, 60 mmol), and toluene (100 mL). The reaction mixture was heated to 105° C. while stirring under an atmosphere of nitrogen for 30 min. Then DMF (100 mL) was added and the mixture was stirred at 100° C. for 3 days. The reaction mixture was cooled to room temperature and concentrated in vacuo. The resulting residue was dissolved in DCM (600 mL) and then water (400 mL) was added to the solution. The precipitated solid was collected by filtration and the solid was washed with water (50 mL) and DCM (100 mL). The solid was dried over an oil pump for 2 days to give 2-methyl-7-phenylpyrazolo[1,5-a]pyrido[3,2-e]pyrimidin-8(9H)-one (1-3) as a yellow solid.

後処理

  1. stirringthe mixture was stirred at 100° C. for 3 days
  2. temperatureThe reaction mixture was cooled to room temperature
  3. concentrationconcentrated in vacuo
  4. dissolutionThe resulting residue was dissolved in DCM (600 mL)
  5. additionwater (400 mL) was added to the solution
  6. filtrationThe precipitated solid was collected by filtration
  7. washthe solid was washed with water (50 mL) and DCM (100 mL)
  8. customThe solid was dried over an oil pump for 2 days

出典と根拠

ORDレコード
ord-c2e5c5587a834238a2740dc8115aa09a
出典データセット
uspto-grants-2013_12
特許番号
US08614221B2

反応ノート

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