Trifluoroacetic acid → (R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propylamine

HRID 1182106

反応式

HRID 1182106 の反応式
C(OC(=O)[NH:7][C@H:8]([CH3:23])[CH2:9][CH2:10][N:11]1[CH2:14][CH:13]([O:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[CH2:12]1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:22][C:19]1[CH:18]=[CH:17][C:16]([O:15][CH:13]2[CH2:14][N:11]([CH2:10][CH2:9][C@H:8]([NH2:7])[CH3:23])[CH2:12]2)=[CH:21][CH:20]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 69410570{(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl ester

生成物 1

HCID 69409912(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propylamine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of {(R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propyl}-carbamic acid tert-butyl ester (0.019 mg, 0.053 mmol) in DCM (1 ml) is treated with trifluoroacetic acid (0.042 ml) and stirred at room temperature overnight. The solvent is evaporated and the residue partition between DCM and 1M sodium hydroxide solution. The aqueous phase is extracted with more DCM (×3) and the combined organic phases washed with brine, dried over magnesium sulphate and evaporated to afford (R)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-methyl-propylamine. [M+H] 255.22

後処理

  1. customThe solvent is evaporated
  2. customthe residue partition between DCM and 1M sodium hydroxide solution
  3. extractionThe aqueous phase is extracted with more DCM (×3)
  4. washthe combined organic phases washed with brine
  5. dry with materialdried over magnesium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-c7a5cdc67f3249c5ac206621a3516d70
出典データセット
uspto-grants-2007_10
特許番号
US07288537B2

関連ノート

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