methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

Base Information

Chemical Name:methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate
CAS No.:1371630-00-0
Molecular Formula:C₂₁H₂₀N₂O₃
Molecular Weight:348.401
Hs Code.:

Synonyms:methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

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Chemical Property of methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

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Technology Process of methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

There total 8 articles about methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate 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: 39.0%

: 1371629-97-8
methyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

: 30418-59-8,280563-63-5
3-Aminophenylboronic acid

: 1371630-00-0
methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; for 1h; Inert atmosphere;

Reference yield: 39.0%

: 1371630-00-0
methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

Guidance literature:

Reference yield:

: 22918-01-0
2-bromo-4-chloropyridine

: 1371630-00-0
methyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 0.5 h / -78 - 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 3 h / 0 - 20 °C

2.2: 1 h / -5 - 20 °C

3.1: manganese(IV) oxide / dichloromethane / 20 °C

4.1: sodium hydride / tetrahydrofuran / 3 h / 0 °C

4.2: 40 °C

5.1: acetic acid; sulfuric acid / 20 °C

6.1: acetic acid; piperidine / ethanol / 5 h / 100 °C

6.2: 0.5 h / 240 °C / Microwave irradiation

7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,2-dimethoxyethane; water / 1 h / 90 °C / Inert atmosphere

With piperidine; manganese(IV) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; sulfuric acid; isopropylmagnesium chloride; sodium hydride; caesium carbonate; acetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water;