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

HRID 558104노트

반응식

HRID 558104 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 24386Thionyl Chloride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1da4aa5c9fe84f9690377bd44c7bf5b0
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063036B2

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