Acetic Anhydride → 2-Chloro-6-formylaminomethylnicotinic acid methyl ester

HRID 1500687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1500687
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH2:11])=[N:6][C:5]=1[Cl:12].[C:14](OC(=O)C)(=[O:16])C>C(O)=O>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH:11][CH:14]=[O:16])=[N:6][C:5]=1[Cl:12]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 583245366-Aminomethyl-2-chloro-nicotinic acid methyl ester

Produkt 1

HCID 583245442-Chloro-6-formylaminomethylnicotinic acid methyl esterAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

To a solution of 6-aminomethyl-2-chloro-nicotinic acid methyl ester (740 mg, 3.7 mmol) in formic acid (18.5 mL) was added acetic anhydride (3.7 mL). The reaction mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated in vacuo and azeotroped three times with toluene to afford the title compound as a yellow oil (757 mg, 90%) which was used without purification in the next step. LCMS (method B): RT=2.20 min, [M+H]+=229.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customazeotroped three times with toluene

Quellen und Nachweise

ORD-Eintrag
ord-fa00b7dea5264e7ebceade15b0601d24
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206174B2

Notizen zur Reaktion

Wird geladen…