Ammonia → 7-Bromo-1,5-naphthyridin-2-amine

HRID 1256184ノート

反応式

HRID 1256184 の反応式
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](Cl)=[N:9]2)=[N:4][CH:3]=1.[NH3:13].O>O1CCOCC1>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([NH2:13])=[N:9]2)=[N:4][CH:3]=1

参加物

5

反応物 3

HCID 222AmmoniaHCID 962WaterHCID 583105447-Bromo-2-chloro-1,5-naphthyridine

生成物 1

HCID 583105327-Bromo-1,5-naphthyridin-2-amine収率 80%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
160 °C

実験手順

In a sealed reactor, 500 mg (1.23 mmol, 1 eq) of 7-bromo-2-chloro-1,5-naphthyridine and 7 mL (41.6 mmol, 33 eq) of 20% aqueous ammonia solution were introduced in 7 mL of dioxane. The mixture was stirred at 160° C. for 24 h. The mixture was allowed to reach rt and water was added. Aqueous layer was extracted with ethyl acetate. Organic layers were dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride and then methylene chloride/ethanol: 98/2 as eluent. The solvent was evaporated to dryness to afford 220 mg of white powder with 80% yield.

後処理

  1. customto reach rt
  2. extractionAqueous layer was extracted with ethyl acetate
  3. dry with materialOrganic layers were dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe residue was purified by column chromatography
  7. customThe solvent was evaporated to dryness

出典と根拠

ORDレコード
ord-6b8b6c9b669a4c45981c5dbd5658792a
出典データセット
uspto-grants-2013_06
特許番号
US08461178B2

反応ノート

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