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Benzenepropanoyl chloride → N-[3-(4-chloro-3-methylphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl]-3-phenylpropanamide

HRID 1912900
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HRID 1912900 반응식
[C:1]1([CH2:7][CH2:8][C:9](Cl)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[C:20]([NH2:30])=[N:21][N:22]3[C:27]([CH3:28])=[CH:26][C:25]([CH3:29])=[N:24][C:23]=23)=[CH:15][C:14]=1[CH3:31]>N1C=CC=CC=1>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[C:20]([NH:30][C:9](=[O:10])[CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[N:21][N:22]3[C:27]([CH3:28])=[CH:26][C:25]([CH3:29])=[N:24][C:23]=23)=[CH:15][C:14]=1[CH3:31]
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참가 물질

4

반응물 2

HCID 64801Benzenepropanoyl chlorideHCID 687470433-(4-Chloro-3-methylphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-amine

생성물 1

HCID 68751193N-[3-(4-chloro-3-methylphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl]-3-phenylpropanamide

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3-Phenylpropionyl chloride (0.078 mL, 0.53 mmol) was added to a stirring solution of the product from Example 47C (85 mg, 0.296 mmol) in pyridine (5 mL), and the mixture was stirred at room temperature for 12 hours. The mixture was concentrated under vacuum, and the residue diluted with MeOH (5 mL) and stirred for 30 minutes at room temperature. The mixture was concentrated under vacuum and the residue was crystallized from 80% aqueous ethanol (15 mL) to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 2.34 (s, 3H) 2.53 (s, 3H) 2.60-2.69 (m, 2H) 2.66 (s, 3H) 2.87 (t, J=7.6 Hz, 2H) 6.98 (d, J=0.7 Hz, 1H) 7.14-7.32 (m, 5H) 7.38 (d, J=8.5 Hz, 1H) 7.56 (dd, J=8.5, 2.0 Hz, 1H) 7.72 (d, J=1.7 Hz, 1H) 10.21 (s, 1H); MS (ESI) m/z 419/421 (M+H)+.

후처리

  1. concentrationThe mixture was concentrated under vacuum
  2. additionthe residue diluted with MeOH (5 mL)
  3. stirringstirred for 30 minutes at room temperature
  4. concentrationThe mixture was concentrated under vacuum
  5. customthe residue was crystallized from 80% aqueous ethanol (15 mL)

출처 및 근거

ORD 기록
ord-0ad7ed221e884584958592494fca8885
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08609669B2

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