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

HRID 1878342ノート

反応式

HRID 1878342 の反応式
[C:1]([NH:5][C:6](=[O:32])[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)=[CH:23][C:22]=3[F:30])[CH2:16][CH2:15]2)[CH:8]=1)([CH3:4])([CH3:3])[CH3:2].Cl>CC(O)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:32])[CH2:15][CH2:16]2)=[O:31])=[C:22]([F:30])[CH:23]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 57917650N-tert-Butyl-3-((4-(2-fluoro-4-nitrobenzoyl)piperazin-1-yl)methyl)benzamide

生成物 1

HCID 579176473-((4-(4-Amino-2-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide収率 90.7%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 3776Isopropanol溶媒

実験手順

To a suspension of iron (O) powder (3.3 g, 58.76 mmol) and N-tert butyl-3-((4-(2-fluoro-4-nitrobenzoyl)piperazin-1-yl)methyl)benzamide (2.6 g, 5.88 mmol) in propan-2-ol (75 mL) was added 1M aqueous hydrochloric acid (8.8 mL, 8.1 mmol). The reaction was stirred at room temperature for 2.5 hours, filtered through dicalite and concentrated under vacuum. The residue was dissolved in methanol and purified by strong cation exchange chromatography, eluting macroporous polystyrene sulfonic acid with 2M ammonia in methanol. The resulting solution was concentrated under vacuum to afford the title compound as a viscous orange oil (2.2 g).

後処理

  1. filtrationfiltered through dicalite
  2. concentrationconcentrated under vacuum
  3. dissolutionThe residue was dissolved in methanol
  4. custompurified by strong cation exchange chromatography
  5. washeluting macroporous polystyrene sulfonic acid with 2M ammonia in methanol
  6. concentrationThe resulting solution was concentrated under vacuum

出典と根拠

ORDレコード
ord-4b05fec6881a42cbaef21bb572ced32c
出典データセット
uspto-grants-2012_11
特許番号
US08314091B2

反応ノート

読み込み中…