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

HRID 421558노트

반응식

HRID 421558 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f9f810c46e76467aa61a3fdee01759fa
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101580B2

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