Pyruvic Acid → 6-Chloro-1H-pyrrolo(2,3-b)pyridine-2-carboxylic acid

HRID 1521698

反応式

HRID 1521698 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5](I)=[CH:4][CH:3]=1.C1N2CCN(CC2)C1.[C:18]([OH:23])(=[O:22])[C:19]([CH3:21])=O>CN(C=O)C.CC([O-])=O.CC([O-])=O.[Pd+2]>[Cl:1][C:2]1[N:7]=[C:6]2[NH:8][C:19]([C:18]([OH:23])=[O:22])=[CH:21][C:5]2=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 1060Pyruvic AcidHCID 9237DabcoHCID 454803652-Amino-6-chloro-3-iodopyridine

生成物 1

HCID 219765806-Chloro-1H-pyrrolo(2,3-b)pyridine-2-carboxylic acid収率 194.8%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

To a solution of 6-chloro-3-iodopyridin-2-amine (24 g, 94 mmol) in DMF is added DABCO (32 g, 283 mmol) and pyruvic acid (20 mL, 283 mmol). The mixture is degassed by bubbling argon gas through the mixture for 20 min. Pd(OAc)2 (1 g, 4.7 mmol) is added and the mixture is again degassed. The reaction mixture is heated at 110° C. for 3 h, and the solvent is evaporated to afford the title compound as a viscous liquid (36 g, >99%) which is used in the next step without purification.

後処理

  1. customThe mixture is degassed
  2. customby bubbling argon gas through the mixture for 20 min
  3. customthe mixture is again degassed
  4. customthe solvent is evaporated

出典と根拠

ORDレコード
ord-99ed89870ee64cec90aa651c6f43d132
出典データセット
uspto-grants-2015_07
特許番号
US09073926B2

関連ノート

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