3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide

Base Information

• Chemical Name: 3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide
• CAS No.: 1620239-55-5
• Molecular Formula: C₂₃H₂₇N₅O
• Molecular Weight: 389.5
• Mol file: 1620239-55-5.mol

Synonyms:3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide

Chemical Property of 3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide

There total 16 articles about 3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide 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:

C31H29N5O3 (1620239-57-7) → 3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide (1620239-55-5)

Guidance literature:

With hydrazine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

ethyl 3-amino-7-bromoquinoline-2-carboxylate (1260807-99-5) → 3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide (1620239-55-5)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / dichloromethane / -10 - 20 °C

2: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium phosphate / 1,4-dioxane / 6 h / 90 °C / Inert atmosphere; Sealed tube

3: acetic acid; water / pH 5

4: palladium 10% on activated carbon; hydrogen / methanol / 15 h / 20 °C / 760.05 Torr

5: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide / water; N,N-dimethyl-formamide / 16 h / 20 °C

6: hydrazine / N,N-dimethyl-formamide / 16 h / 20 °C

With pyridine; potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); palladium 10% on activated carbon; water; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; hydrazine; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

ethyl 3-{[(benzyloxy)carbonyl]amino}-7-bromoquinoline-2-carboxylate (1620239-11-3) → 3-amino-N-[4-(3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide (1620239-55-5)

Guidance literature:

Multi-step reaction with 5 steps

1: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium phosphate / 1,4-dioxane / 6 h / 90 °C / Inert atmosphere; Sealed tube

2: acetic acid; water / pH 5

3: palladium 10% on activated carbon; hydrogen / methanol / 15 h / 20 °C / 760.05 Torr

4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide / water; N,N-dimethyl-formamide / 16 h / 20 °C

5: hydrazine / N,N-dimethyl-formamide / 16 h / 20 °C

With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); palladium 10% on activated carbon; water; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; hydrazine; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

3-amino-7-vinylquinoline-2-carboxylic acid

3-{[(benzyloxy)carbonyl]amino}-7-vinylquinoline-2-carboxylic acid

ethyl 3-amino-7-bromoquinoline-2-carboxylate

1,3-cylohexanedione

Downstream raw materials:

3-amino-N-[4-((3S)-3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide

3-amino-N-[4-((3R)-3-aminocyclohexyl)pyridin-3-yl]-7-ethylquinoline-2-carboxamide