2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole

Base Information

Chemical Name:2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole
CAS No.:189268-39-1
Molecular Formula:C₂₂H₁₉Cl₂N₃O
Molecular Weight:412.318
Hs Code.:

Synonyms:2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole

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Chemical Property of 2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole

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Technology Process of 2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole

There total 7 articles about 2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole 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: 52.2%

: 189268-37-9
1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)-phenyl]-2-cyanopyrrole

: 189268-39-1
2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
DOI:10.1021/jm980330i

Reference yield:

: 160647-01-8
2,6-Dichloro-3-nitrobenzyl alcohol

: 189268-39-1
2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / CH₂Cl₂ / 0.5 h

2: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

3: 65.8 percent / aq. FeCl₃, carbon, H₂NNH₂ / methanol / 6 h / 70 °C

4: 81.9 percent / AcOH / 4 h / 100 °C

5: 2.) DMF / 1.) CH₂Cl₂, a) -20 deg C, 30 min, b) RT, 1 h, 2.) CH₂Cl₂, a) -78 deg C, 30 min, b) RT, 1 h

6: 52.2 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 0 - 20 °C

With lithium aluminium tetrahydride; iron(III) chloride; sodium hydride; pyrographite; acetic acid; triethylamine; N,N-dimethyl-formamide; hydrazine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm980330i

Reference yield:

: 149976-78-3
2,6-dichloro-1-methanesulfonyloxymethyl-3-nitrobenzene

: 189268-39-1
2-aminomethyl-1-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]pyrrole

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, 2 h

2: 65.8 percent / aq. FeCl₃, carbon, H₂NNH₂ / methanol / 6 h / 70 °C

3: 81.9 percent / AcOH / 4 h / 100 °C

4: 2.) DMF / 1.) CH₂Cl₂, a) -20 deg C, 30 min, b) RT, 1 h, 2.) CH₂Cl₂, a) -78 deg C, 30 min, b) RT, 1 h

5: 52.2 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / 0 - 20 °C

With lithium aluminium tetrahydride; iron(III) chloride; sodium hydride; pyrographite; acetic acid; N,N-dimethyl-formamide; hydrazine; In tetrahydrofuran; methanol;
DOI:10.1021/jm980330i