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

HRID 1521698

반응식

HRID 1521698 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매

반응 조건

온도
110 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-99ed89870ee64cec90aa651c6f43d132
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073926B2

연결된 노트

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