1095362-06-3

Upstream product

• 134-20-3 2-carbomethoxyaniline 
• 79100-16-6 methyl 2-(2-formyl-1H-pyrrol-1-yl)benzenecarboxylate 
• 5763-61-1 3,4-dimethoxybenzylamine 
• 1095362-07-4 methyl 2-{2-[(3,4-dimethoxybenzylamino)methyl]pyrrol-1-yl}benzenecarboxylate hydrogenoxalate 
• 65057-97-8 tetrahydro-2,5-dimethoxy-2-furaldehyde dimethyl acetal 

Downstream Products

• 1095362-17-6 5-(3,4-dimethoxybenzyl)-4,5-dihydro-6H-pyrrolo[1,2-a][1,4]benzodiazepin-6-one 
• 1095362-30-3 5-(3,4-dimethoxybenzyl)-5,6-dihydro-4H-pyrrolo[1,2-a][1,4]benzodiazepine 
• 1095362-07-4 methyl 2-{2-[(3,4-dimethoxybenzylamino)methyl]pyrrol-1-yl}benzenecarboxylate hydrogenoxalate 

Relevant academic research and scientific papers

New method of synthesis of 5,6-dihydro-4H-pyrrolo[1,2-a]-[1,4] benzodiazepines

2,5-Dimethoxy-2-(dimethoxymethyl)tetrahydrofuran 1 reacted with anthranilic acid alkyl esters 2 in boiling acetic acid to give 2-(2-formylpyrrol-1-yl) benzoic acid esters 3. The reductive amination of 3 with primary arylalkylamines 4 led to 2-{2-[(arylalkylamino)methyl]pyrrol-1-yl}-benzoic acids esters 5. Heating of the aminoesters 5 in xylene under reflux resulted in 5-(arylalkyl)-4,5-dihydro-6H-pyrrolo[1,2-a][1,4]benzodiazepin-6-ones 7. Lactams 7 were reduced by lithium aluminum hydride in toluene and and ether solutions to give 5-(arylalkyl)-5,6-dihydro-4H-pyrrolo[1,2-a][1,4]benzodiazepines 8. The solid products 8 were recrystallized and the liquid ones were transformed into their salts with oxalic acid. The Japan Institute of Heterocyclic Chemistry.