Methylamine → HCID 178482620, Verbindung

HRID 525566Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 525566
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=O)[C:9]([F:12])([F:11])[F:10])=[N:6][CH:7]=1.[CH3:14][NH2:15]>C(=O)(O)[O-].[Na+].[O-]CC.[Ti+4].[O-]CC.[O-]CC.[O-]CC>[Br:1][C:2]1[CH:3]=[CH:4][C:5](/[C:8](=[N:15]\[CH3:14])/[C:9]([F:12])([F:11])[F:10])=[N:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 6329MethylamineHCID 672952111-(5-Bromopyridin-2-yl)-2,2,2-trifluoroethan-1-one

Produkt 1

HCID 178482620HCID 178482620, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 76524Titanium tetraethoxideKatalysatorHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

To a stirred solution of 1-(5-Bromo-pyridin-2-yl)-2,2,2-trifluoro-ethanone (1.0 g, 3.93 mol) and methylamine (20 ml, tetrahydrofuran solution) is added titanium ethoxide (0.987 g, 4.33 mmole) at 0° C. then stirred at room temperature for 2 hours. Reaction mixture is diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate. Organic layer is dried over sodium sulphate, concentrated and purified by column chromatography eluting in 20% ethyl acetate in hexane to give the title compound (0.10 g). 1H-NMR (400 MHz, DMSO) δ: 3.25-3.26 (m, 3H), 7.85-7.90 (m, 2H), 8.49 (s, 1H). LC-MS (m/z): [M+H]=266.8.

Aufarbeitung

  1. customReaction mixture
  2. extractionextracted with ethyl acetate
  3. dry with materialOrganic layer is dried over sodium sulphate
  4. concentrationconcentrated
  5. custompurified by column chromatography
  6. washeluting in 20% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-f3408003d4df4dc9abf3ac29fe70ad1d
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340564B2

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