Bromoethene → 2-Methyl-5-(1,2-oxazol-3-yl)pyridine

HRID 2101411

反応式

HRID 2101411 の反応式
[OH:1][N:2]=[C:3](Cl)[C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[N:6][CH:5]=1.[CH:12](Br)=[CH2:13].CCCC[Sn](O[Sn](CCCC)(CCCC)CCCC)(CCCC)CCCC>C1(C)C=CC=CC=1>[CH3:10][C:7]1[N:6]=[CH:5][C:4]([C:3]2[CH:13]=[CH:12][O:1][N:2]=2)=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 11641BromoetheneHCID 16682746Bis(tributyltin) oxideHCID 72574142N-hydroxy-6-methylnicotinimidoyl chloride

生成物 1

HCID 598348122-Methyl-5-(1,2-oxazol-3-yl)pyridine

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To crude N-hydroxy-6-methylnicotinimidoyl chloride in 10 mL toluene was added vinyl bromide (1 M in THF, 11 mL, 11.0 mmol), followed by bis(tributyltin)oxide (2.12 g, 1.87 mL, 3.67 mmol). The reaction mixture was stirred at room temperature for 5 h and then concentrated. The crude product was purified by automated silica gel chromatography (eluted with ethyl acetate-hexanes) to isolate 155 mg (26%, for two steps) of the title compound as a white solid. HPLC/MS: retention time=0.39 min, [M+H]+=161.

後処理

  1. concentrationconcentrated
  2. customThe crude product was purified by automated silica gel chromatography (eluted with ethyl acetate-hexanes)

出典と根拠

ORDレコード
ord-cbf8d9f4ea894bda832e1802bbaca2ce
出典データセット
uspto-grants-2009_08
特許番号
US07572808B2

関連ノート

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