Methyl 2-(6-cyano-5-fluoropyridin-3-yl)-6-fluorobenzoate → Methyl 2-[6-(aminomethyl)-5-fluoropyridin-3-yl]-6-fluorobenzoate

HRID 1711485노트

반응식

HRID 1711485 반응식
[C:1]([C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:10]=2[C:11]([O:13][CH3:14])=[O:12])=[CH:5][C:4]=1[F:20])#[N:2]>N.CO.[Ni]>[NH2:2][CH2:1][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:10]=2[C:11]([O:13][CH3:14])=[O:12])=[CH:5][C:4]=1[F:20]

참가 물질

4

반응물 1

HCID 21075884Methyl 2-(6-cyano-5-fluoropyridin-3-yl)-6-fluorobenzoate

생성물 1

HCID 21075883Methyl 2-[6-(aminomethyl)-5-fluoropyridin-3-yl]-6-fluorobenzoate수율 86.7%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 21705897Ammonia methanol용매

실험 절차

To a stirred solution of the above ester (0.75 g, 2.7 mmol) in NH3/MeOH (5 mL, 2.0 M) was added Raney 2800 nickel (slurry in water). The mixture was stirred under a H2 atmosphere (balloon) at room temperature for 6 hours. The mixture was then filtered through glass filter paper, washing with additional MeOH. The resultant solution was concentrated under vacuum and azeotroped three times with toluene to provide crude title compound (0.65 g, 2.34 mmol).

후처리

  1. filtrationThe mixture was then filtered through glass
  2. filtrationfilter paper
  3. washwashing with additional MeOH
  4. concentrationThe resultant solution was concentrated under vacuum
  5. customazeotroped three times with toluene

출처 및 근거

ORD 기록
ord-b67283e28ac84eacb795c4b32cc94867
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790754B2

반응 노트

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