Ammonia → 6-Bromopyridine-2-carboxamide

HRID 1443366

反応式

HRID 1443366 の反応式
[Br:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.[NH3:11]>S(Cl)(Cl)=O.O1CCOCC1>[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH2:11])=[O:10])[CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 222AmmoniaHCID 5939196-Bromopyridine-2-carboxylic acid

生成物 1

HCID 219614086-Bromopyridine-2-carboxamide収率 45%

試薬・触媒・溶媒 2

HCID 24386Thionyl Chloride溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
70 °C

実験手順

6-Bromopicolinic acid (1000 mg, 4.95 mmol) was suspended in thionyl chloride (15 mL) and heated at 70° C. for 5 h. The reaction was cooled to room temperature and the volatiles were condensed under reduced pressure. A solution of ammonia (2M in dioxane (15 mL) was added to the residue and then the solvents were removed under reduced pressure. The crude residue was purified by MPLC with a gradient of 0 to 20% MeOH/dichloromethane to give 6-Bromo-pyridine-2-carboxylic acid amide as a white powder (555 mg, 45%). MS ES (MH+=201.0/203.0).

後処理

  1. temperatureThe reaction was cooled to room temperature
  2. customcondensed under reduced pressure
  3. customthe solvents were removed under reduced pressure
  4. customThe crude residue was purified by MPLC with a gradient of 0 to 20% MeOH/dichloromethane

出典と根拠

ORDレコード
ord-a8e0a4f17b6945e3abad1fe4c1b799e3
出典データセット
uspto-grants-2010_02
特許番号
US07659412B2

関連ノート

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