Thiophene-3-boronic acid → Methyl 5-(thiophen-3-yl)nicotinate

HRID 1976594ノート

反応式

HRID 1976594 の反応式
[CH3:1][O:2][C:3](=[O:11])[C:4]1(Br)[CH:9]=[CH:8][CH:7]=[N:6][CH2:5]1.[S:12]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13]1>O1CCOCC1>[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[C:8]([C:14]2[CH:15]=[CH:16][S:12][CH:13]=2)[CH:7]=[N:6][CH:5]=1

参加物

4

反応物 2

HCID 581760Thiophene-3-boronic acidHCID 23436229HCID 23436229、化合物

生成物 1

HCID 23004855Methyl 5-(thiophen-3-yl)nicotinate

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

Methyl-3-bromo-nicotinate and 3-thiophene boronic acid were dissolved in degassed dioxane (25 mL). To the homogeneous solution was added Pd((Ph3)4P)). The reaction was heated to 90° C. for 18 hours and then cooled to room temperature and concentrated. The residue was taken up into EtOAc and water. The layers were then separated and the organics washed with brine and dried (MgSO4). Flash LC (60% Hexanes/EtOAc) gave the desired product.

後処理

  1. temperaturecooled to room temperature
  2. concentrationconcentrated
  3. customThe layers were then separated
  4. washthe organics washed with brine
  5. dry with materialdried (MgSO4)

出典と根拠

ORDレコード
ord-5f86f036c18f4dd29a7537145d3857c0
出典データセット
uspto-grants-2001_05
特許番号
US06228871B1

反応ノート

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