Toluene → HCID 136133166, 화합물

HRID 1914817노트

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HRID 1914817 반응식
[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

참가 물질

6

반응물 4

HCID 1140TolueneHCID 7559Methyl phenylacetateHCID 23665647Potassium tert-butoxideHCID 58034374HCID 58034374, 화합물

생성물 1

HCID 136133166HCID 136133166, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
105 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c2e5c5587a834238a2740dc8115aa09a
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614221B2

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