3,5-Difluoropyridine-2-carboxylic acid → 3,5-difluoro-N-methylpyridine-2-carboxamide

HRID 389098

반응식

HRID 389098 반응식
[F:1][C:2]1[C:3]([C:9]([OH:11])=O)=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.[CH3:12][NH2:13].CO>C1COCC1>[F:1][C:2]1[C:3]([C:9]([NH:13][CH3:12])=[O:11])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1

참가 물질

4

반응물 2

HCID 27832623,5-Difluoropyridine-2-carboxylic acidHCID 57454252Monomethylamine methanol

생성물 1

HCID 582437773,5-difluoro-N-methylpyridine-2-carboxamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

N,N′-carbonyldiimidazole (600 mg) was added to a solution of 3,5-difluoropyridine-2-carboxylic acid (500 mg) in THF (10 ml), followed by stirring at 50° C. for one hour. The reaction solution was returned to room temperature, a 40% methylamine/methanol solution (1 ml) was added thereto, followed by stirring at room temperature for one hour. The reaction solution was concentrated and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 0:100 linear gradient) to obtain 3,5-difluoro-N-methylpyridine-2-carboxamide (293 mg) as a colorless solid.

후처리

  1. customwas returned to room temperature
  2. stirringby stirring at room temperature for one hour
  3. concentrationThe reaction solution was concentrated
  4. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 0:100 linear gradient)

출처 및 근거

ORD 기록
ord-542ff3a5fff6400e99c84b91f9847ebe
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377923B2

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