N₁-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N₄-methylbenzene-1,4-diamine

Base Information

• Chemical Name: N₁-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N₄-methylbenzene-1,4-diamine
• CAS No.: 1606976-77-5
• Molecular Formula: C₂₁H₂₀ClN₃
• Molecular Weight: 349.863

Synonyms:N₁-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N₄-methylbenzene-1,4-diamine

Chemical Property of N₁-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N₄-methylbenzene-1,4-diamine

Chemical Property:

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Technology Process of N₁-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N₄-methylbenzene-1,4-diamine

There total 5 articles about N₁-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N₄-methylbenzene-1,4-diamine 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: 30.0%

1-(4-aminophenyl)-1-methylurea (1040323-21-4) + 4-chloro-2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine hydrochloride (1606976-40-2) → N1-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N4-methylbenzene-1,4-diamine (1606976-77-5)

Guidance literature:

With hydrogenchloride; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 3h; Microwave irradiation;

Reference yield:

N-methyl(p-nitroaniline) (100-15-2) → N1-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N4-methylbenzene-1,4-diamine (1606976-77-5)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / tetrahydrofuran / 24 h / 20 °C

2: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 5 h / 760.05 Torr

3: hydrogenchloride / 1-methyl-pyrrolidin-2-one / 3 h / 140 °C / Microwave irradiation

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; acetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethyl acetate;

Reference yield:

1-methyl-1-(4-nitrophenyl)urea → N1-(2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)-N4-methylbenzene-1,4-diamine (1606976-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 5 h / 760.05 Torr

2: hydrogenchloride / 1-methyl-pyrrolidin-2-one / 3 h / 140 °C / Microwave irradiation

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In 1-methyl-pyrrolidin-2-one; methanol; ethyl acetate;

upstream raw materials:

N-methyl(p-nitroaniline)

1-(4-aminophenyl)-1-methylurea

4-chloro-2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine hydrochloride

2,4-dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine hydrochloric acid salt

Downstream raw materials:

1-(4-((2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)amino)phenyl)-1-methylurea

1-(4-((2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridin-4-yl)amino)phenyl)-1-methylurea hydrochloride

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