Hydrochloric Acid → 3-((4-(4-Amino-3-fluorobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide

HRID 1878391노트

반응식

HRID 1878391 반응식
[C:1]([NH:5][C:6](=[O:34])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][N:14]2[CH2:19][CH2:18][N:17]([C:20](=[O:31])[C:21]3[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[C:23]([F:30])[CH:22]=3)[CH2:16][CH:15]2[CH2:32][F:33])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2].Cl>C(O)(C)C.[Fe]>[NH2:27][C:24]1[CH:25]=[CH:26][C:21]([C:20]([N:17]2[CH2:18][CH2:19][N:14]([CH2:13][C:9]3[CH:8]=[C:7]([CH:12]=[CH:11][CH:10]=3)[C:6]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:34])[CH:15]([CH2:32][F:33])[CH2:16]2)=[O:31])=[CH:22][C:23]=1[F:30]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 57917722N-tert-Butyl-3-((4-(3-fluoro-4-nitrobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)benzamide

생성물 1

HCID 579176673-((4-(4-Amino-3-fluorobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide수율 36.7%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 3776Isopropanol용매

실험 절차

N-tert-butyl-3-((4-(3-fluoro-4-nitrobenzoyl)-2-(fluoromethyl)piperazin-1-yl)methyl)benzamide (435 mg, 0.92 mmol), iron powder (558 mg, 10 mmol) and 1M hydrochloric acid (1.5 mL, 1.5 mmol) were stirred in isopropyl alcohol (30 mL) for 1 hour. The reaction was concentrated under reduced pressure and the residue partitioned between dichloromethane and water. The organic layer was separated, dried (sodium sulfate) and concentrated under reduced pressure. The crude product was purified using silica chromatography to give the title compound (150 mg). MS (ESI) m/z 445.6 [M+H]+

후처리

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customthe residue partitioned between dichloromethane and water
  3. customThe organic layer was separated
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified

출처 및 근거

ORD 기록
ord-8e358582276a4fdea86655c61855ca1a
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08314091B2

반응 노트

불러오는 중…