67289-87-6

Upstream product

• 50541-93-0 4-amino-1-benzylpiperidine 
• 90763-46-5 2-methoxy-5-nitrobenzoyl chloride 
• 62992-68-1 1-benzyl-piperidine-4-carboxylic acid amide 
• 3612-20-2 1-phenylmethyl-4-piperidone 

Downstream Products

• 130259-93-7 N-(1-benzyl-4-piperidinyl)-5-amino-2-methoxybenzamide 
• 130259-97-1 N-(1-benzyl-4-piperidinyl)-2-methoxy-5-(N-(4-toluenesulfonyl)amino)benzamide 
• 130260-01-4 N-(1-benzyl-4-piperidinyl)-2-methoxy-5-(N-methyl-N-(4-toluenesulfonyl)amino)benzamide 
• 130259-99-3 N-(1-benzyl-4-piperidinyl)-2-methoxy-5-(N,N-bis(4-toluenesulfonyl)amino)benzamide 
• 130260-03-6 N-(1-benzyl-4-piperidinyl)-2-methoxy-5-(methylamino)benzamide 

Relevant academic research and scientific papers

POTENTIAL NEUROLEPTICS OF THE ORTHOPRAMIDE SERIES; SYNTHESIS OF HETEROCYCLIC 5-AMINO-2-METHOXYBENZAMIDES AND OF SOME RELATED COMPOUNDS

2-Methoxy-5-nitrobenzoyl chloride was reacted with 2-(aminoethyl)-1-ethylpyrrolidine, 3-amino-1-ethylpiperidine, 4-amino-1-benzylpiperidine, 1-benzylpiperazine, and 1-amino-4-benzylpiperazine and gave the N-substituted 2-methoxy-5-nitrobenzamides VIa-VIe.Their reduction with hydrazine hydrate and Raney nickel in ethanol afforded the corresponding 5-amino-2-methoxybenzamides VIIa-VIIe.The amino amides VIIb and VIIc were transformed to methylamino compounds XIb and XIc via the 4-toluenesulfonamides VIIIb and VIIIc and the N-methyl-4-toluenesulfonamides Xb and Xc.The N-(1-benzyl-4-piperidinyl)amides VIc, VIIc, and XIc were found to be mild neuroleptics having antiapomorphine, some cataleptic and some ataxic activity.