1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide

Base Information

Chemical Name:1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide
CAS No.:1415034-39-7
Molecular Formula:C₂₁H₂₁Cl₂N₅O
Molecular Weight:430.337
Hs Code.:

Synonyms:1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide

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Chemical Property of 1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide

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Technology Process of 1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide

There total 9 articles about 1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-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: 33.0%

: 1415034-37-5
1-(2,4-dichlorophenyl)-6-methyl-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylic acid

: 2213-43-6
1-Aminopiperidine

: 1415034-39-7
1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide

Guidance literature:: 1-(2,4-dichlorophenyl)-6-methyl-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 1h;

1-Aminopiperidine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1055/s-0032-1316703

Reference yield:

: 1415034-35-3
ethyl 1-(2,4-dichlorophenyl)-6-methyl-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxylate

: 1415034-39-7
1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 60 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h

2.2: 12 h / 20 °C

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0032-1316703

Reference yield:

: 17266-64-7
1,2-dihydro-1-pyrrolizinone

: 1415034-39-7
1-(2,4-dichlorophenyl)-6-methyl-N-(piperidin-1-yl)-1,4-dihydropyrazolo[3,4-a]pyrrolizine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / -50 - -10 °C

2.1: palladium diacetate; ruphos; caesium carbonate / water; toluene / 0.5 h / 130 °C / Inert atmosphere; Microwave irradiation

3.1: sodium; ethanol / 1 h / 20 °C

4.1: ethanol / 48 h / 80 °C

5.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 60 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 1 h

6.2: 12 h / 20 °C

With N-Bromosuccinimide; ethanol; water; palladium diacetate; sodium; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; ruphos; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; 2.1: |Suzuki Coupling / 3.1: |Claisen Condensation;
DOI:10.1055/s-0032-1316703