Hydrochloric Acid → HCID 178510225、化合物

HRID 606450ノート

反応式

HRID 606450 の反応式
[NH:1]1[CH:5]=[N:4][C:3]([S:6][CH2:7][CH2:8][OH:9])=[N:2]1.[H-].[Na+].Cl[C:13]1[CH:18]=[C:17]([C:19]#[N:20])[CH:16]=[CH:15][N:14]=1.Cl>CN(C=O)C>[NH:1]1[CH:5]=[N:4][C:3]([S:6][CH2:7][CH2:8][O:9][C:13]2[CH:18]=[C:17]([C:19]#[N:20])[CH:16]=[CH:15][N:14]=2)=[N:2]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 5686382-Chloro-4-cyanopyridineHCID 178521527HCID 178521527、化合物

生成物 1

HCID 178510225HCID 178510225、化合物収率 33%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
0 °C

実験手順

A solution of 2-(1H-1,2,4-triazol-3-ylthio)ethanol obtained in Reference Example 16 (7.34 g, 50.6 mmol) in DMF (50 mL) was added to a solution of 60% sodium hydride (oil dispersion, 4.91 g, 123 mmol) in DMF (50 mL) at 0° C. The mixture was stirred at 0° C. for 15 min, and then at room temperature for 30 min. A solution of 2-chloropyridine-4-carbonitrile (6.80 g, 49.1 mmol) in DMF (50 mL) was added at 0° C., and the mixture was stirred at 0° C. for 15 min, and then at room temperature for 2 hr. The mixture was neutralized with 1N hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated. The residue was purified by silica gel column chromatography (10%-80% ethyl acetate/hexane) to give the title compound as a white powder (4.01 g, 33%).

後処理

  1. waitat room temperature for 30 min
  2. stirringthe mixture was stirred at 0° C. for 15 min
  3. waitat room temperature for 2 hr
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated
  8. customThe residue was purified by silica gel column chromatography (10%-80% ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-f596c0f387e340438931bc7f245195f2
出典データセット
uspto-grants-2011_03
特許番号
US07915267B2

反応ノート

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