Reaktion #159638

Reaktionsgleichung

2,5-dichloronicotinic acid

1-ethyl-3-(3-dimethylaminopropyl) carbodiimide

methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

triethylamine

NH4Cl

→

title compound ( D97 )

methyl 4-(1-(2,5-dichloronicotinamido)cyclopropyl)benzoate

Lösungsmittel

dimethylformamide

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas extracted with ethylacetate (3×50 ml)
2. 2
   SonstigeCollected organics, after solvent evaporation
3. 3
   Sonstigewas purified by Biotage column SNAP-Si (50 g)
4. 4
   Wascheneluting with a mixture dichloromethane/ethylacetate from 100/0 to 95:5
5. 5
   SonstigeCollected organics after solvent evaporation

Vorschrift

To a solution of 2,5-dichloronicotinic acid (1.84 g, 7.06 mmol) in dry dimethylformamide (15 ml) 1-Hydroxybenzotriazole hydrate (1.08 g, 7.06 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (2.03 g, 10.58 mmol), a solution of methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (D7) (1.67 g, 7.06 mmol) and triethylamine (0.98 ml, 7.06 mmol) in dry dimethylformamide (15 ml) was added and the resulting mixture was stirred 1 h at room temperature. NH4Cl saturated solution (50 ml) was added the mixture was extracted with ethylacetate (3×50 ml). Collected organics, after solvent evaporation, was purified by Biotage column SNAP-Si (50 g) eluting with a mixture dichloromethane/ethylacetate from 100/0 to 95:5. Collected organics after solvent evaporation afforded the title compound (D97) (1.03 mg)

Quelle