Trifluoroacetic acid → 2-(3-Cyclopropyl-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine

HRID 1666466ノート

反応式

HRID 1666466 の反応式
[CH:1]1([C:4]2[CH:5]=[C:6]([CH:21]=[C:22]([O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=3)[CH:23]=2)[CH:7]=[C:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH:1]1([C:4]2[CH:23]=[C:22]([CH:21]=[C:6]([CH:7]=[C:8]3[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]3)[CH:5]=2)[O:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:27][N:26]=2)[CH2:2][CH2:3]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 66875428Tert-butyl 4-(3-cyclopropyl-5-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate

生成物 1

HCID 668754182-(3-Cyclopropyl-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine収率 84%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of tert-butyl 4-(3-cyclopropyl-5-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (0.408 g, 0.859 mmol) in dry CH2Cl2 (5 mL) was added trifluoroacetic acid (1.0 mL, 13.05 mmol) at 0° C. The reaction mixture was stirred for 30 min at 0° C. and at RT for 1 h. The reaction mixture was quenched with saturated aqueous NaHCO3 and extracted with CH2Cl2 three times. The organic layer was washed with brine, dried over Na2SO4 and evaporated to dryness to give the title compound (0.270 g, 84%) which was used in the next step.

後処理

  1. customThe reaction mixture was quenched with saturated aqueous NaHCO3
  2. extractionextracted with CH2Cl2 three times
  3. washThe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-eab0a5b834bc432b8d0454433556ab83
出典データセット
uspto-grants-2011_10
特許番号
US08044052B2

反応ノート

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