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

HRID 1878391ノート

反応式

HRID 1878391 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 3776Isopropanol溶媒

実験手順

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]+

後処理

  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

出典と根拠

ORDレコード
ord-8e358582276a4fdea86655c61855ca1a
出典データセット
uspto-grants-2012_11
特許番号
US08314091B2

反応ノート

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