Trifluoroacetic acid → 1-(2-(3,5-Dichlorobenzylamino)-4-(piperazin-1-yl)phenyl)-2,2,2-trifluoroethanone hydrochloride

HRID 2426006ノート

反応式

HRID 2426006 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[C:33]([Cl:35])[CH:34]=1)[CH2:5][NH:6][C:7]1[CH:8]=[C:9]([N:19]2[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]2)[CH:10]=[CH:11][C:12]=1[C:13](=[O:18])[C:14]([F:17])([F:16])[F:15].FC(F)(F)C(O)=O>ClCCl>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:32]=[C:33]([Cl:35])[CH:34]=1)[CH2:5][NH:6][C:7]1[CH:8]=[C:9]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH:10]=[CH:11][C:12]=1[C:13](=[O:18])[C:14]([F:16])([F:17])[F:15]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 58707280t-Butyl 4-(3-(3,5-dichlorobenzylamino)-4-(2,2,2-trifluoroacetyl)phenyl)piperazine-1-carboxylate

生成物 1

HCID 866076581-(2-(3,5-Dichlorobenzylamino)-4-(piperazin-1-yl)phenyl)-2,2,2-trifluoroethanone hydrochloride収率 136.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of tert-butyl 4-(3-(3,5-dichlorobenzylamino)-4-(2,2,2-trifluoroacetyl)phenyl)-piperazine-1-carboxylate (0.25 g, 0.5 mmol), trifluoroacetic acid (5 mL) and dichloromethane (10 mL) was stirred for 3 h and concentrated in vacuo. The residue was dissolved in dichloromethane; this solution was washed with aqueous NaHCO3 solution, dried over Na2SO4 and concentrated in vacuo. The yellow solid residue was dissolved in dichloromethane (1 mL), reacted with 1 N HCl in ether (1 mL) and concentrated in vacuo to yield the title compounds as a yellow solid (0.16 g, 73%). 1H NMR (400 MHz, CDCl3): δ 9.37 (br, 1H), 7.62 (d, 1H), 7.28 (s, 1H), 7.22 (s, 2H), 6.24 (dd, 1H), 5.71 (d, 1H), 4.43 (d, 2H), 3.30 (m, 4H), 2.93 (m, 4H). MS (ESI) m/z: Calculated: 431; Observed: 432 (M+H+).

後処理

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washthis solution was washed with aqueous NaHCO3 solution
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. dissolutionThe yellow solid residue was dissolved in dichloromethane (1 mL)
  7. customreacted with 1 N HCl in ether (1 mL)
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-876c8aa925164415b874dceba20c0891
出典データセット
uspto-grants-2011_06
特許番号
US07968538B2

反応ノート

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