Ammonia → 5-Fluoro-3-nitropyridin-2-amine

HRID 656945

반응식

HRID 656945 반응식
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([F:11])=[CH:4][N:3]=1.[NH3:12]>CO>[F:11][C:5]1[CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]([NH2:12])=[N:3][CH:4]=1

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 207912432-Bromo-5-fluoro-3-nitropyridine

생성물 1

HCID 217173395-Fluoro-3-nitropyridin-2-amine수율 67%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
75 °C

실험 절차

A solution of 2-bromo-5-fluoro-3-nitropyridine (1.176 g, 5.321 mmol) in 2M NH3 in MeOH (20 ml) was sealed in an autoclave and then heated at 75° C. for 6 h and then at 90° C. for a further 18 h. The reaction mixture was then cooled and evaporated, treated with sat. aq. NaHCO3 (100 ml) and then extracted with 5% MeOH/DCM (3×200 ml). The combined organic phases were dried and the solvent was removed. The residue was subjected to column chromatography on silica gel using a 0-5% MeOH in DCM gradient to provide the desired compound as a yellow solid (561 mg, 67%).

후처리

  1. temperatureThe reaction mixture was then cooled
  2. customevaporated
  3. additiontreated with sat. aq. NaHCO3 (100 ml)
  4. extractionextracted with 5% MeOH/DCM (3×200 ml)
  5. customThe combined organic phases were dried
  6. customthe solvent was removed

출처 및 근거

ORD 기록
ord-1b5765252d184358ababd3851fe7a8f5
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071592B2

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