Methyl 2-aminopyridine-4-carboxylate → Methyl 2-(2,5-difluorophenyl)imidazo[1,2-a]pyridine-7-carboxylate

HRID 874409

반응식

HRID 874409 반응식
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:6]=1[F:12])=O.[NH2:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][N:23]=1)[C:17]([O:19][CH3:20])=[O:18]>C(O)C>[F:12][C:6]1[CH:7]=[CH:8][C:9]([F:11])=[CH:10][C:5]=1[C:3]1[N:13]=[C:14]2[CH:15]=[C:16]([C:17]([O:19][CH3:20])=[O:18])[CH:21]=[CH:22][N:23]2[CH:2]=1

참가 물질

4

반응물 2

HCID 236984Methyl 2-aminopyridine-4-carboxylateHCID 27782642-Bromo-1-(2,5-difluorophenyl)ethanone2회

생성물 1

HCID 90383269Methyl 2-(2,5-difluorophenyl)imidazo[1,2-a]pyridine-7-carboxylate수율 135.9%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

2-Bromo-1-(2,5-difluorophenyl)ethanone (1.5 g) was added to an ethanol (8.2 ml) solution of methyl 2-aminoisonicotinate (1.0 g), and the obtained mixture was then stirred in a nitrogen atmosphere at 60° C. for 18 hours. Thereafter, 2-bromo-1-(2,5-difluorophenyl)ethanone (0.77 g) was added to the reaction solution, and the obtained mixture was then stirred for 6 hours at the same temperature as described above. Thereafter, the reaction solution was concentrated under reduced pressure, and ethyl acetate (10 ml) was then added to the obtained residue. The precipitated solid was collected by filtration, and it was washed with ethyl acetate (15 ml) and heptane (6 ml) and was then dried, so as to obtain the title compound (2.5 g) in the form of a pink solid.

후처리

  1. stirringthe obtained mixture was then stirred for 6 hours at the same temperature
  2. concentrationThereafter, the reaction solution was concentrated under reduced pressure, and ethyl acetate (10 ml)
  3. additionwas then added to the obtained residue
  4. filtrationThe precipitated solid was collected by filtration, and it
  5. washwas washed with ethyl acetate (15 ml) and heptane (6 ml)
  6. customwas then dried

출처 및 근거

ORD 기록
ord-4d7a312991604e409a51268762029261
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980889B2

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