6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide

Base Information

• Chemical Name: 6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide
• CAS No.: 1604836-77-2
• Molecular Formula: C₁₅H₁₂Cl₂N₄O
• Molecular Weight: 335.192

Synonyms:6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide

Chemical Property of 6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide

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Technology Process of 6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide

There total 2 articles about 6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-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: 62.0%

2-chloro-N-(3,5-dichlorophenyl)acetamide (33560-48-4) + Δ2,α-Pyrrolidinemalononitrile (5626-75-5) → 6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide (1604836-77-2)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Reflux;

DOI:10.1016/j.bioorg.2014.01.001

Reference yield:

3,5-Dichloroaniline (626-43-7) → 6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide (1604836-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; sodium acetate

2: potassium carbonate / acetone / 24 h / Reflux

With sodium acetate; potassium carbonate; acetic acid; In acetone;

DOI:10.1016/j.bioorg.2014.01.001

Reference yield: 76.0%

6-amino-7-cyano-N-(3,5-dichlorophenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide (1604836-77-2) + p-chlorphenylisocyanate (104-12-1) → 7-cyano-6-[3-(4-chlorophenylureido)]-N-(3,5-dimethylphenyl)-2,3-dihydro-1H-pyrrolizine-5-carboxamide (1604836-89-6)

Guidance literature:

With triethylamine; In dichloromethane; for 12h; Reflux;

DOI:10.1016/j.bioorg.2014.01.001

upstream raw materials:

3,5-Dichloroaniline

2-chloro-N-(3,5-dichlorophenyl)acetamide

Δ^2,α-Pyrrolidinemalononitrile

Downstream raw materials:

6-benzoylamino-7-cyano-N-[3,5-dichlorophenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide

6-(2-benzylacetylamino)-7-cyano-N-[3,5-dichlorophenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide

7-cyano-6-[(4-dimethylaminobenzylidene)-amino]-N-[3,5-dichlorophenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide

7-cyano-6-[(4-nitrobenzylidene)amino]-N-[3,5-dichlorophenyl]-2,3-dihydro-1H-pyrrolizine-5-carboxamide

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