N²-[5-chloro-2-(4-chlorophenoxy)phenyl]-N²-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N¹-(3-pyrrolidin-1-ylpropyl)glycinamide

Base Information

• Chemical Name: N²-[5-chloro-2-(4-chlorophenoxy)phenyl]-N²-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N¹-(3-pyrrolidin-1-ylpropyl)glycinamide
• CAS No.: 1286264-27-4
• Molecular Formula: C₃₃H₃₈Cl₂N₄O₃
• Molecular Weight: 609.596

Synonyms:N²-[5-chloro-2-(4-chlorophenoxy)phenyl]-N²-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N¹-(3-pyrrolidin-1-ylpropyl)glycinamide

Chemical Property of N²-[5-chloro-2-(4-chlorophenoxy)phenyl]-N²-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N¹-(3-pyrrolidin-1-ylpropyl)glycinamide

Chemical Property:

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Technology Process of N²-[5-chloro-2-(4-chlorophenoxy)phenyl]-N²-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N¹-(3-pyrrolidin-1-ylpropyl)glycinamide

There total 7 articles about N²-[5-chloro-2-(4-chlorophenoxy)phenyl]-N²-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N¹-(3-pyrrolidin-1-ylpropyl)glycinamide 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: 83.0%

3-(1-pyrrolidinyl)propylamine (23159-07-1) + N-[5-chloro-2-(4-chlorophenoxy)phenyl]-N-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}glycine → N2-[5-chloro-2-(4-chlorophenoxy)phenyl]-N2-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N1-(3-pyrrolidin-1-ylpropyl)glycinamide (1286264-27-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2015.05.018

Reference yield:

4-chloro-phenol (106-48-9,82344-39-6) → N2-[5-chloro-2-(4-chlorophenoxy)phenyl]-N2-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N1-(3-pyrrolidin-1-ylpropyl)glycinamide (1286264-27-4)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydride / N,N-dimethyl-formamide / 20 °C

2: iron(III) chloride; pyrographite; hydrazine hydrate / methanol / 50 °C / Reflux

3: N-ethyl-N,N-diisopropylamine / 140 °C

4: sodium hydroxide; water / methanol; tetrahydrofuran / 20 °C

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

6: 0 °C

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / 0 - 20 °C

With iron(III) chloride; water; sodium hydride; pyrographite; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.06.008

Reference yield:

N-[5-chloro-2-(4-chlorophenoxy)phenyl]iminodiacetic acid diethyl ester → N2-[5-chloro-2-(4-chlorophenoxy)phenyl]-N2-{2-[2,3-dihydro-1H-inden-2-yl(methyl)amino]-2-oxoethyl}-N1-(3-pyrrolidin-1-ylpropyl)glycinamide (1286264-27-4)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide; water / methanol; tetrahydrofuran / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

3: 0 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / 0 - 20 °C

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

DOI:10.1016/j.bmcl.2014.06.008

upstream raw materials:

4-chloro-phenol

3-(1-pyrrolidinyl)propylamine

N-methylindan-2-amine hydrochloride

2,3-dihydro-1H-inden-2-amine

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