(±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide

Base Information

Chemical Name:(±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide
CAS No.:1453272-09-7
Molecular Formula:C₂₉H₃₇N₅O₂
Molecular Weight:487.645
Hs Code.:

Synonyms:(±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide

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Chemical Property of (±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide

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Technology Process of (±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide

There total 5 articles about (±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 17.0%

: 354813-49-3,281234-85-3
4-(1-methylpiperidin-4-yl)benzoic acid

: (±)-N-((6-azaspiro[2.5]octan-1-yl)methyl)-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide dihydrochloride

: 1453272-09-7
(±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide

Guidance literature:: 4-(1-methylpiperidin-4-yl)benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

(±)-N-((6-azaspiro[2.5]octan-1-yl)methyl)-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide dihydrochloride; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 1440419-02-2
ethyl 4-(1-methylpiperidin-4-yl)benzoate

: 1453272-09-7
(±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: water; sodium hydroxide / ethanol / 60 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

2.2: 20 °C

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In ethanol; N,N-dimethyl-formamide;

Reference yield:

: 1163729-53-0
(±)-tert-butyl 1-(aminomethyl)-6-azaspiro[2.5]octane-6-carboxylate

: 1453272-09-7
(±)-N-[[6-[4-(1-methyl-4-piperidyl)benzoyl]-6-azaspiro[2.5]-octan-2-yl]methyl]-1,3-dihydropyrrolo[3,4-c]pyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 2 h / 0 - 25 °C

2: triethylamine / dichloromethane / 0.08 h / 0 - 5 °C

3: hydrogenchloride / methanol / 2 h / 25 °C / Inert atmosphere

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 25 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.6b00697