Pyridine → 2-chloro-5-nitro-N-(4-{[2-(pyridin-3-yl)piperidin-1-yl]sulfonyl}phenyl)benzamide

HRID 421558ノート

反応式

HRID 421558 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4](Cl)=[O:5].N1C=CC=CC=1.[N:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][N:27]2[S:32]([C:35]2[CH:41]=[CH:40][C:38]([NH2:39])=[CH:37][CH:36]=2)(=[O:34])=[O:33])[CH:21]=1.C(OCC)(=O)C>O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4]([NH:39][C:38]1[CH:37]=[CH:36][C:35]([S:32]([N:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH:26]2[C:22]2[CH:21]=[N:20][CH:25]=[CH:24][CH:23]=2)(=[O:34])=[O:33])=[CH:41][CH:40]=1)=[O:5]

参加物

6

反応物 4

HCID 1049PyridineHCID 8857Ethyl AcetateHCID 117637Benzoyl chloride, 2-chloro-5-nitro-2 回HCID 2770922{4-[(2-Pyridin-3-ylpiperidin-1-yl)sulfonyl]phenyl}amine

生成物 1

HCID 35656982-chloro-5-nitro-N-(4-{[2-(pyridin-3-yl)piperidin-1-yl]sulfonyl}phenyl)benzamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 220 mg portion of 2-chloro-5-nitrobenzoyl chloride was added to a pyridine solution (10 ml) of 318 mg of 4-{[2-(pyridin-3-yl)piperidin-1-yl]sulfonyl}aniline and stirred overnight at room temperature. After stirring at 50° C. for 4 hours, 220 mg of 2-chloro-5-nitrobenzoyl chloride was further added thereto and stirred at 50° C. for 2 hours. Ethyl acetate and water were added thereto to carry out layer separation operation, and the organic layer was washed with saturated sodium chloride aqueous solution. After drying with anhydrous sodium sulfate, this was concentrated under a reduced pressure and the thus obtained residue was purified by a silica gel column chromatography using chloroform:methanol (98:2) as the elution solvent, thereby obtaining 426 mg of 2-chloro-5-nitro-N-(4-{[2-(pyridin-3-yl)piperidin-1-yl]sulfonyl}phenyl)benzamide as colorless crystals.

後処理

  1. stirringAfter stirring at 50° C. for 4 hours
  2. stirringstirred at 50° C. for 2 hours
  3. customlayer separation operation
  4. washthe organic layer was washed with saturated sodium chloride aqueous solution
  5. dry with materialAfter drying with anhydrous sodium sulfate
  6. concentrationthis was concentrated under a reduced pressure
  7. customthe thus obtained residue was purified by a silica gel column chromatography

出典と根拠

ORDレコード
ord-f9f810c46e76467aa61a3fdee01759fa
出典データセット
uspto-grants-2012_01
特許番号
US08101580B2

反応ノート

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