تفاعل #159689

معادلة التفاعل

5-chloro-2-(3-((4-fluorophenoxy)methyl)azetidin-1-yl)nicotinic acid

O-(6-Chlorobenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate

Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

→

title compound ( D163 )

المردود 64.1%

methyl 4-(1-(5-chloro-2-(3-((4-fluorophenoxy)methyl)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate

المردود 64.1%

المذيبات

NH4Cl

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe reaction mixture stirred overnight at room temperature
2. 2
   استخلاصthe mixture was extracted with ethylacetate (3×10 ml)
3. 3
   أخرىThe residue obtained
4. 4
   أخرىafter solvent evaporation
5. 5
   أخرىwas purified by SPE-Si cartridge (10 g)
6. 6
   غسيلeluting dichloromethane
7. 7
   أخرىCollected fractions, after solvent evaporation

الإجراء التجريبي

A mixture of 5-chloro-2-(3-((4-fluorophenoxy)methyl)azetidin-1-yl)nicotinic acid (D113) (55.4 mg, 0.161 mmol), O-(6-Chlorobenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HCTU) (66.8 mg, 0.161 mmol) and N,N-disopropylethylamine (0.072 ml, 0.403 mmol) was stirred 30 min at room temperature. Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (D7) (37.8 mg, 0.161 mmol) was added and the reaction mixture stirred overnight at room temperature. NH4Cl saturated solution (20 ml) was added and the mixture was extracted with ethylacetate (3×10 ml). The residue obtained after solvent evaporation was purified by SPE-Si cartridge (10 g) eluting dichloromethane. Collected fractions, after solvent evaporation, afforded the title compound (D163) (52.6 mg).

المصدر