6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

Base Information

Chemical Name:6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline
CAS No.:188244-74-8
Molecular Formula:C₂₀H₂₀N₂O₄
Molecular Weight:352.39
Hs Code.:

Synonyms:6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

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Chemical Property of 6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

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Technology Process of 6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

There total 11 articles about 6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline 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: 91.0%

: 188244-73-7
2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-6-nitro-4-oxo-1,4-dihydroquinoline

: 188244-74-8
6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; trifluoroacetic acid; for 20h;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 3556-83-0
methyl 4-methyl-3-methoxybenzoate

: 188244-74-8
6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / NBS, AIBN / CCl₄ / 4 h / Heating

2: 50 percent / Amberlite carbonate / benzene / 0.75 h / Heating

3: 78 percent / MnO₂ / CH₂Cl₂ / 15 h / Heating

4: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

5: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

6: 31 percent / NaBH₄ / propan-2-ol / 3 h

7: 91 percent / H₂ / 10percent Pd-C / methanol; trifluoroacetic acid / 20 h

With manganese(IV) oxide; sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); Amberlite carbonate; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; isopropyl alcohol; trifluoroacetic acid; benzene;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 21873-49-4
6-nitroquinoline-4(1H)-one

: 188244-74-8
6-amino-2-(2-methoxy-4-methoxycarbonylbenzyl)-1-methyl-4-oxo-1,4-dihydroquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / KOH / methanol / 24 h / Ambient temperature

2: 30 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 30 min; room temperature, 2 h

3: 90 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 31 percent / NaBH₄ / propan-2-ol / 3 h

5: 91 percent / H₂ / 10percent Pd-C / methanol; trifluoroacetic acid / 20 h

With potassium hydroxide; sodium tetrahydroborate; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; trifluoroacetic acid;
DOI:10.1016/S0223-5234(97)83282-5