Water → 5-(2,6-Diethyl-Phenyl)-1-(4,6-Dimethyl-Pyrimidin-2-YL)-1H-Pyrrolo[2,3-c]Pyridine

HRID 472027ノート

反応式

HRID 472027 の反応式
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:12]=[C:13]2[CH:19]=[CH:18][NH:17][C:14]2=[CH:15][N:16]=1)[CH3:2].[H-].[Na+].Cl[C:23]1[N:28]=[C:27]([CH3:29])[CH:26]=[C:25]([CH3:30])[N:24]=1.O>CN(C=O)C.CCOC(C)=O>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[CH:12]=[C:13]2[CH:19]=[CH:18][N:17]([C:23]3[N:28]=[C:27]([CH3:29])[CH:26]=[C:25]([CH3:30])[N:24]=3)[C:14]2=[CH:15][N:16]=1)[CH3:2]

参加物

7

反応物 4

HCID 962WaterHCID 205502-Chloro-4,6-dimethylpyrimidineHCID 24758Sodium hydrideHCID 116732465-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine

生成物 1

HCID 582699465-(2,6-Diethyl-Phenyl)-1-(4,6-Dimethyl-Pyrimidin-2-YL)-1H-Pyrrolo[2,3-c]Pyridine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine (10 mg, 0.04 mmol) in DMF (0.5 mL) is added NaH (95%, 3 mg). The reaction mixture is stirred at room temperature for 30 minutes, and then 2-chloro-4,6-dimethyl-pyrimidine (17 mg, 0.12 mmol)) is added. The mixture is heated at 60° C. overnight and cooled. Water (1 mL) and EtOAc (2 mL) are added to the mixture. The organic layer is separated, washed with water once and concentrated under reduced pressure. The residue is purified by PTLC (Hexane/EtOAc 4:1) to give the titled compound. 1H NMR: (CDCl3) 10.21 (s, 1H), 8.48 (d, 1H), 7.47 (s, 1H), 7.28 (t, 1H), 7.15 (d, 2H), 6.87 (s, 1H), 6.68 (d, 1H), 2.55 (s, 6H), 2.36 (m, 4H), 1.03 (t, 6H).

後処理

  1. temperatureThe mixture is heated at 60° C. overnight
  2. temperaturecooled
  3. customThe organic layer is separated
  4. washwashed with water once
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by PTLC (Hexane/EtOAc 4:1)

出典と根拠

ORDレコード
ord-3cb85de494f241969c696bd7123f3495
出典データセット
uspto-grants-2014_01
特許番号
US08633193B2

反応ノート

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