Trifluoroacetic acid → [4-(2-Chloro-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-amine

HRID 878071ノート

反応式

HRID 878071 の反応式
C(OC(=O)[N:7]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:25])[CH2:8][C:9]([F:12])([F:11])[F:10])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[C:18]1[CH:17]=[CH:16][N:15]=[CH:14][C:13]=1[NH:7][CH2:8][C:9]([F:12])([F:10])[F:11]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 70663661[4-(2-Chloro-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-carbamic acid tert-butyl ester

生成物 1

HCID 70663252[4-(2-Chloro-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-amine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of [4-(2-chloro-phenyl)-pyridin-3-yl]-(2,2,2-trifluoro-ethyl)-carbamic acid tert-butyl ester (120 mg, 310 μmol) in CH2Cl2 (2 mL) at 0° C. was added TFA (2 mL). The reaction mixture was stirred at room temperature for 2 hours and then concentrated under vacuum. The residue was extracted with 30 mL 10% aqueous NaHCO3 solution and 30 mL EtOAc. The layers were separated and the aqueous layer was extracted a second time with 30 mL EtOAc. The combined organic layers were washed with 30 mL brine, dried over MgSO4, filtered and concentrated under vacuum. Light yellow solid (79 mg, 89%). MS (ESI): m/z=287.055 [M+H]+.

後処理

  1. concentrationconcentrated under vacuum
  2. extractionThe residue was extracted with 30 mL 10% aqueous NaHCO3 solution and 30 mL EtOAc
  3. customThe layers were separated
  4. extractionthe aqueous layer was extracted a second time with 30 mL EtOAc
  5. washThe combined organic layers were washed with 30 mL brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-edcd39856e724c76bbc34199a3adbe12
出典データセット
uspto-grants-2015_03
特許番号
US08987307B2

反応ノート

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