Ethyl chloroformate → (2-Bromo-pyridin-3-yl)carbamic acid ethyl ester

HRID 2080013Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2080013
[NH2:1][C:2]1[C:3]([Br:8])=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[C:10]([O:12][CH2:13][CH3:14])=[O:11]>N1C=CC=CC=1.[Cl-].[Na+].O>[CH2:13]([O:12][C:10](=[O:11])[NH:1][C:2]1[C:3]([Br:8])=[N:4][CH:5]=[CH:6][CH:7]=1)[CH3:14]

Komponenten

5

Edukt 2

HCID 10928Ethyl chloroformateHCID 6428163-Amino-2-bromopyridine

Produkt 1

HCID 13803673(2-Bromo-pyridin-3-yl)carbamic acid ethyl esterAusbeute 28 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

3-Amino-2-bromopyridine described in Preparation Example S-1 (1.4 g, 8.1 mmol) was dissolved in pyridine (10 mL), ethyl chloroformate (0.93 mL, 9.7 mmol) was added dropwise on an ice bath, and the solution was stirred for 2 hours at room temperature. After the reaction was completed, the reaction solution was poured into brine, and the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, then evaporated, the resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4), and the title compound (0.56 g, 2.3 mmol, 28%) was obtained.

Aufarbeitung

  1. extractionthe solution was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. customevaporated
  4. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4)

Quellen und Nachweise

ORD-Eintrag
ord-5eedabd02d4c4f6faaf2d614f91ac49a
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932272B2

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