Oxalyl chloride → 6-bromo-3-benzyloxy-4-methoxypyridine-2-carbonyl Chloride

HRID 277142Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 277142
[Br:1][C:2]1[N:7]=[C:6]([C:8](O)=[O:9])[C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:4]([O:19][CH3:20])[CH:3]=1.C(Cl)(=O)C([Cl:24])=O>C1C=CC=CC=1.CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]([Cl:24])=[O:9])[C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:4]([O:19][CH3:20])[CH:3]=1

Komponenten

5

Edukt 2

HCID 65578Oxalyl chlorideHCID 22175084HCID 22175084, Verbindung

Produkt 1

HCID 221750736-bromo-3-benzyloxy-4-methoxypyridine-2-carbonyl Chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a stirred mixture of 16 (2.54 g., 7.5 mmol) in benzene (30 mL) containing DMF (3 drops) was added oxalyl chloride (1.90 g, 15 mmol) in one portion. After gas evolution had ceased (about 45 min.), the now homogeneous solution was stirred an additional 15 min., then the solvent was evaporated. 1,2-Dichloroethane (30 mL) was added and again the solvent was evaporated to give a quantitative yield of 3 as a nearly colorless oil. This material was dissolved in CH2Cl2 (10 mL) or THF (10 mL) and used directly in subsequent coupling reactions.

Aufarbeitung

  1. custom(about 45 min.)
  2. customthe solvent was evaporated
  3. addition1,2-Dichloroethane (30 mL) was added
  4. customagain the solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-7cbdd84a1b124ae283b0c12347dc3e9c
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06355660B1

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