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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
ノート
印刷プレビュー

反応式

HRID 1912900 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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)+.

後処理

  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)

出典と根拠

ORDレコード
ord-0ad7ed221e884584958592494fca8885
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08609669B2

反応ノート

読み込み中…

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