Hydrochloric Acid → 2-(3-(Piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine hydrochloride

HRID 1666320

反応式

HRID 1666320 の反応式
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][N:23]=3)[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:32].C(OCC)C>C(Cl)Cl.C(#N)C>[ClH:32].[NH:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:16]=[C:17]([CH:18]=[CH:19][CH:20]=2)[O:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:24][N:23]=2)[CH2:10][CH2:9]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 66875665tert-Butyl 4-(3-((5-(trifluoromethyl)pyridin-2-yl)oxy)benzylidene)piperidine-1-carboxylate

生成物 1

HCID 668761612-(3-(Piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine hydrochloride

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

4-[3-(5-Trifluoromethyl-pyridin-2-yloxy)-benzylidene]-piperidine-1-carboxylic acid tert-butyl ester (1.35 g, 3.11 mmol) from Step 4 was dissolved in CH2Cl2 (30 mL) and treated with HCl in diethyl ether (10 mL, 2.0 M, 20 mmol). After 16 hours the reaction was concentrated in vacuo to form a residue and the residue was suspended in acetonitrile (10 mL) to yield a solid. Filtration of the solid provided the title compound as a white solid (1.1 g). 1H NMR (400 MHz, CD3OD) δ ppm 2.62 (td, J=6.11, 0.91 Hz, 2H) 2.67-2.81 (m, 2H) 3.14-3.21 (m, 2H) 3.22-3.29 (m, 2H) 6.56 (s, 1H) 6.99-7.09 (m, 2H) 7.10-7.18 (m, 2H) 7.42 (t, J=7.91 Hz, 1H) 8.09 (ddd, J=8.74, 2.60, 0.33 Hz, 1H) 8.41 (td, J=1.63, 0.74 Hz, 1H).

後処理

  1. concentrationAfter 16 hours the reaction was concentrated in vacuo
  2. customto form a residue
  3. customto yield a solid
  4. filtrationFiltration of the solid

出典と根拠

ORDレコード
ord-ceee06eb9af4481da967fe6554d5a2e3
出典データセット
uspto-grants-2011_10
特許番号
US08044052B2

関連ノート

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