7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one

Base Information

• Chemical Name: 7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one
• CAS No.: 1588422-03-0
• Molecular Formula: C₂₈H₃₃N₅O₂
• Molecular Weight: 471.602
• Mol file: 1588422-03-0.mol

Synonyms:7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one

Chemical Property of 7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one

There total 12 articles about 7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one 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: 52.0%

5-(2-diethylaminoethoxy)pyridin-2-ylamine (1250588-98-7) + C17H15ClN2O (1588423-93-1) → 7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one (1588422-03-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; XPhos; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere; Microwave irradiation;

Reference yield:

(4-amino-6-chloropyridin-3-yl)methanol (846036-96-2) → 7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one (1588422-03-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: manganese(IV) oxide / tetrahydrofuran / 5 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 - -70 °C

2.2: -78 °C

3.1: triethylamine; copper diacetate / tetrahydrofuran; pyridine / 24 h / 25 - 30 °C

4.1: sodium t-butanolate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere; Microwave irradiation

With manganese(IV) oxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper diacetate; triethylamine; sodium t-butanolate; lithium diisopropyl amide; XPhos; In tetrahydrofuran; 1,4-dioxane; pyridine;

Reference yield:

ethyl 4,6-dichloronicotinate (40296-46-6) → 7-[5-(2-diethylaminoethoxy)pyridin-2-ylamino]-3-isopropyl-1-phenyl-1H-[1,6]naphthyridin-2-one (1588422-03-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine / acetonitrile / 16.5 h / 0 - 20 °C

2.1: trifluoroacetic acid / 16 h / Reflux

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / -78 °C

4.1: manganese(IV) oxide / tetrahydrofuran / 5 h / 20 °C

5.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 - -70 °C

5.2: -78 °C

6.1: triethylamine; copper diacetate / tetrahydrofuran; pyridine / 24 h / 25 - 30 °C

7.1: sodium t-butanolate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere; Microwave irradiation

With manganese(IV) oxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; copper diacetate; triethylamine; trifluoroacetic acid; sodium t-butanolate; lithium diisopropyl amide; XPhos; In tetrahydrofuran; 1,4-dioxane; pyridine; acetonitrile;

upstream raw materials:

ethyl 4,6-dichloronicotinate

5-bromo2-nitropyridine

ethyl 6-chloro-4-((2,4-dimethoxybenzyl)amino)nicotinate

ethyl 4-amino-6-chloropyridine-3-carboxylate