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Toluene → 2-Amino-1-[3-(4-phenylpiperidin-1-yl)pyrrolidin-1-yl]ethanone

HRID 406469
ノート
印刷プレビュー

反応式

HRID 406469 の反応式
C(OC(=O)[NH:7][CH2:8][C:9](=[O:27])[N:10]1[CH2:14][CH2:13][CH:12]([N:15]2[CH2:20][CH2:19][CH:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)[CH2:11]1)(C)(C)C.C(O)(C(F)(F)F)=O.C1(C)C=CC=CC=1>C(Cl)Cl>[NH2:7][CH2:8][C:9]([N:10]1[CH2:14][CH2:13][CH:12]([N:15]2[CH2:16][CH2:17][CH:18]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:19][CH2:20]2)[CH2:11]1)=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 59764640{2-Oxo-2-[3-(4-phenyl-piperidin-1-yl)-pyrrolidin-1-yl]-ethyl}-carbamic acid tert-butyl ester

生成物 1

HCID 597646952-Amino-1-[3-(4-phenylpiperidin-1-yl)pyrrolidin-1-yl]ethanone収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of {2-oxo-2-[3-(4-phenyl-piperidin-1-yl)-pyrrolidin-1-yl]-ethyl}-carbamic acid tert-butyl ester (preparation #10) (3.25 g, 8.39 mmol) in DCM (200 mL) was added TFA (15 mL). The reaction mixture was stirred at ambient temperature for about 5 h. Toluene (100 mL) was added and the solvents were removed in vacuo. The residue was dissolved in DCM (400 mL) and the organic was washed with saturated NaHCO3, 1.0N NaOH, brine, dried over MgSO4, filtered and concentrated in vacuo to give 2-amino-1-[3-(4-phenyl-piperidin-1-yl)-pyrrolidin-1-yl]-ethanone (2.34 g, 97%) as a light tan solid; RP-HPLC (Table 1, Method a) Rt 1.09 min; m/z: (M+H)+ 288.

後処理

  1. customthe solvents were removed in vacuo
  2. dissolutionThe residue was dissolved in DCM (400 mL)
  3. washthe organic was washed with saturated NaHCO3, 1.0N NaOH, brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d722e188075147e18a2098c6de752165
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08754107B2

反応ノート

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