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

HRID 2426006노트

반응식

HRID 2426006 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-876c8aa925164415b874dceba20c0891
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07968538B2

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