7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

Base Information

Chemical Name:7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile
CAS No.:936227-31-5
Molecular Formula:C₂₂H₁₅Cl₂N₃O
Molecular Weight:408.287
Hs Code.:

Synonyms:7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

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Chemical Property of 7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

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Technology Process of 7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

There total 7 articles about 7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile 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: 75.0%

: 878541-92-5
7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl trifluoromethanesulfonate

: 557-21-1
dicyanozinc

: 936227-31-5
7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

Guidance literature:: With N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 195 ℃; for 0.166667h; microwave irradiation;
DOI:10.1016/j.bmcl.2007.01.036

Reference yield:

: 336818-70-3
methyl 2-(4-cyanobenzyl)pyrrolidine-2-carboxylate

: 936227-31-5
7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / EDCI; DIPEA / dimethylformamide

2: 90 percent / LiHMDS / tetrahydrofuran

3: 60 percent / DIPEA / CH₂Cl₂ / -10 °C

4: 75 percent / DIPEA / Pd(Ph₃P)4 / dimethylformamide / 0.17 h / 195 °C / microwave irradiation

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.01.036

Reference yield:

: 878541-74-3
1-tert-butyl 2-methyl 2-(4-cyanobenzyl)pyrrolidine-1,2-dicarboxylate

: 936227-31-5
7a-(4-cyanobenzyl)-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizine-7-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: HCl / dioxane

2: 95 percent / EDCI; DIPEA / dimethylformamide

3: 90 percent / LiHMDS / tetrahydrofuran

4: 60 percent / DIPEA / CH₂Cl₂ / -10 °C

5: 75 percent / DIPEA / Pd(Ph₃P)4 / dimethylformamide / 0.17 h / 195 °C / microwave irradiation

With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.01.036