1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide

Base Information

• Chemical Name: 1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide
• CAS No.: 1380697-68-6
• Molecular Formula: C₂₀H₂₃N₃O₃
• Molecular Weight: 353.421
• Mol file: 1380697-68-6.mol

Synonyms:1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide

Chemical Property of 1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide

There total 2 articles about 1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide 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:

1-methoxy-3-(methoxymethoxy)benzene (57234-28-3) → 1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide (1380697-68-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: n-butyllithium / tetrahydrofuran / 2 h / -78 - -70 °C

1.2: 2 h / 20 °C

2.1: hydrogenchloride / dichloromethane / 0.5 h

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C

3.2: 2 h / 20 °C

4.1: tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) / toluene / 3 h / Reflux

5.1: boron tribromide / dichloromethane / 2 h / 20 °C / Cooling with ice

6.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 110 °C / Microwave irradiation

7.1: hydrazine hydrate; palladium on activated charcoal / ethanol / 3 h / Inert atmosphere; Reflux

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

8.2: 24 h / 60 °C / Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

With hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; tri-n-butyl-tin hydride; boron tribromide; sodium hydride; potassium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

1-aminocyclobutane-1-carboxylic acid (22264-50-2) → 1-amino-N-{6-[(3,3-dimethyl-2,3-dihydro-1-benzofuran-4-yl)oxy]-3-pyridinyl}cyclobutanecarboxamide (1380697-68-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol; water / 12 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

2.2: 24 h / 60 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

With N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

1-methoxy-3-(methoxymethoxy)benzene

1-aminocyclobutane-1-carboxylic acid

Refernces