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

HRID 1711485ノート

反応式

HRID 1711485 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 21705897Ammonia methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b67283e28ac84eacb795c4b32cc94867
出典データセット
uspto-grants-2010_09
特許番号
US07790754B2

反応ノート

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