Reaktion #3700

Reaktionsgleichung

ethyl 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-7-carboxylate

triethylamine

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

→

desired product

Ausbeute 43.3%

Ethyl 10,11-Dihydro-10-[4-[(2-methylbenzoyl)amino]benzoyl]-5H-pyrrolo[2,1-c][1,4]benzodiazepine-7-carboxylate

Ausbeute 43.3%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated in vacuo to a residue which
2. 2
   Sonstigeis partitioned between water and chloroform
3. 3
   TrocknenThe organic layer is dried over Na2SO4
4. 4
   Einengenconcentrated in vacuo to a residue
5. 5
   SonstigeThe residue is purified by column chromatography on silica gel by elution with 40% ethyl acetatehexane

Vorschrift

A solution of 1.2 g of ethyl 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-7-carboxylate in 100 ml of methylene chloride is cooled to 0° C. and 10 ml of triethylamine added followed by 1.5 g of 4-[(2-methylbenzoyl)amino)benzoyl chloride. The reaction mixture is stirred at room temperature for 18 hours and concentrated in vacuo to a residue which is partitioned between water and chloroform. The organic layer is dried over Na2SO4 and concentrated in vacuo to a residue. The residue is purified by column chromatography on silica gel by elution with 40% ethyl acetatehexane to give 1.0 g of the desired product as a solid; mass spectrum (M+ H)494.

Quelle