Potassium Carbonate → HCID 86673609、化合物

HRID 1023453ノート

反応式

HRID 1023453 の反応式
C[Si]([C:5]#[C:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([NH2:13])[CH:8]=1)(C)C.[C:14]([N:22]=C=O)(=[O:21])C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[C:6]([C:7]1[CH:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]([NH2:22])=[O:21])[CH:8]=1)#[CH:5]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 78210Benzoyl isocyanateHCID 210972634-((Trimethylsilyl)ethynyl)pyridin-2-amine

生成物 1

HCID 86673609HCID 86673609、化合物収率 5.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

4-Trimethylsilanylethynyl-pyridin-2-ylamine (7.8 g, 42 mmol) and benzoyl isocynate (12.2 g, 82.9 mmol) are added into DCM (350 mL). The reaction mixture is heated at 50° C. for 16 hrs. Then the solvent is removed and the residue is dissolved in ethanol (350 mL). Potassium carbonate (8.58 g, 62.2 mmol) is added and the mixture is heated at 80° C. for 1 hr. The solvent is removed and the residue is partitioned between water (100 mL) and EtOAc (100 mL). The aqueous layer is separated and extracted with EtOAc (2×100 mL). The organic layers are combined and concentrated to give the crude product. Purification by silica flash column chromatography using 33% EtOAc in hexanes affords 350 mg of the desired product.

後処理

  1. customThen the solvent is removed
  2. dissolutionthe residue is dissolved in ethanol (350 mL)
  3. temperaturethe mixture is heated at 80° C. for 1 hr
  4. customThe solvent is removed
  5. customthe residue is partitioned between water (100 mL) and EtOAc (100 mL)
  6. customThe aqueous layer is separated
  7. extractionextracted with EtOAc (2×100 mL)
  8. concentrationconcentrated
  9. customto give the crude product
  10. customPurification by silica flash column chromatography

出典と根拠

ORDレコード
ord-3b4372717d8545ea8d09cabbabc4dfdb
出典データセット
uspto-grants-2014_05
特許番号
US08722709B2

反応ノート

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