Reaktion #3651

Reaktionsgleichung

4-[(2-methylbenzoyl)amino]benzoyl chloride

triethylamine

6,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepine

→

desired product

N-[4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-yl)carbonyl]phenyl]-2-methylbenzamide

Lösungsmittel

methylene chloride

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe cooling bath is removed
2. 2
   SonstigeThe volatiles are removed in vacuo
3. 3
   Sonstigeto give a residue
4. 4
   Waschenwashed with water, 2N citric acid, aqueous NaHCO3 and brine
5. 5
   TrocknenThe solution is dried with Na2SO4
6. 6
   Sonstigethe solvent removed in vacuo
7. 7
   Sonstigeto give a solid
8. 8
   SonstigeThe solid is triturated with ether-hexane

Vorschrift

To a mixture of 1.37 g (5 mmol) of 4-[(2-methylbenzoyl)amino]benzoyl chloride in 10 ml of methylene chloride, cooled to 0° C. is added 7 mmol of triethylamine and 5 mmol of 6,7-dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepine. The cooling bath is removed and the reaction mixture is allowed to stir at room temperature for 48 hours. The volatiles are removed in vacuo to give a residue. The residue is dissolved in 100 ml of ethyl acetate and washed with water, 2N citric acid, aqueous NaHCO3 and brine. The solution is dried with Na2SO4 and the solvent removed in vacuo to give a solid. The solid is triturated with ether-hexane to give the desired product, mass spectrum (CI): 422(M+H).

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