Acetic Acid → (2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine

HRID 389265Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 389265
[Cl:1][C:2]1[C:7]([CH:8]=O)=[CH:6][C:5]([CH3:10])=[CH:4][N:3]=1.[CH2:11]([NH2:13])[CH3:12].C([BH3-])#N.[Na+].C(O)(=O)C>CO>[Cl:1][C:2]1[C:7]([CH2:8][NH:13][CH2:11][CH3:12])=[CH:6][C:5]([CH3:10])=[CH:4][N:3]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 6341EthylamineHCID 5003444Sodium cyanoborohydrideHCID 98340182-Chloro-5-methylpyridine-3-carbaldehyde

Produkt 1

HCID 58579979(2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Chloro-5-methyl-pyridine-3-carbaldehyde (0.22 g, 1.41 mmol), ethylamine (2M in THF; 1.06 mL, 2.12 mmol), and sodium cyanoborohydride (0.133 g, 2.12 mmol) were combined in MeOH (2.52 mL). Acetic acid (0.12 mL, 2.12 mmol) was added, and the reaction was stirred at room temperature for 1 hour. The mixture was concentrated, and the residue was dissolved in CH2Cl2, washed with saturated aqueous NaHCO3, concentrated, and purified by silica gel chromatography (0-10% MeOH in CH2Cl2) to give the title compound.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. washwashed with saturated aqueous NaHCO3
  4. concentrationconcentrated
  5. custompurified by silica gel chromatography (0-10% MeOH in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-77df177e3b63493e8d4777d41fe8cd97
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08378107B2

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