Pyridine → n-{4-Chloro-2-[n-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide

HRID 842847

反応式

HRID 842847 の反応式
[F:1][C:2]1[CH:10]=[C:9]([C:11]#[N:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=1[C:21]([NH:23][C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][N:25]=1)=[O:22].N1C=CC=CC=1>S(Cl)(Cl)=O.ClCCl>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][C:4]([C:3]2[CH:7]=[CH:8][C:9]([C:11]#[N:12])=[CH:10][C:2]=2[F:1])=[O:6])=[C:15]([C:21](=[O:22])[NH:23][C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][N:25]=2)[CH:16]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 5906594-Cyano-2-fluorobenzoic acidHCID 219064182-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide

生成物 1

HCID 10181017n-{4-Chloro-2-[n-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide収率 111.3%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 24386Thionyl Chloride溶媒

実験手順

A solution of 2-fluoro-4-cyanobenzoic acid (1 g, 6.06 mmol) in thionyl chloride (5 ml) was refluxed for 2 hr. After concentration, the residue was dissolved in dichloromethane (5 ml). And a solution of the compound of (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (1.2 g, 4.25 mmol) in dichloromethane (10 ml) and pyridine (1.47 ml, 18.18 mmol) were added. The mixture was stirred at r.t. overnight. The precipitate was filtered and washed with a little amount of dichloromethane to give N-{4-chloro-2-[N-(5-chloro(2-pyridyl))carbamoyl]phenyl}(2-fluoro-4-cyanophenyl)carboxamide (2.03 g, 78%). MS found for C20H11C12FN4O2 M+=429, (M+2)+=431.

後処理

  1. concentrationAfter concentration
  2. dissolutionthe residue was dissolved in dichloromethane (5 ml)
  3. filtrationThe precipitate was filtered
  4. washwashed with a little amount of dichloromethane

出典と根拠

ORDレコード
ord-a2b34b3e189a4956a9ed12c276a88315
出典データセット
uspto-grants-2002_04
特許番号
US06376515B2

関連ノート

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