2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole

Base Information

• Chemical Name: 2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole
• CAS No.: 1463609-35-9
• Molecular Formula: C₂₄H₂₅ClN₂O
• Molecular Weight: 392.928
• Mol file: 1463609-35-9.mol

Synonyms:2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole

Chemical Property of 2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole

There total 5 articles about 2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole 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: 20.0%

6-chloro-2-(1-phenethylpiperidine-4-carbonyl)-3,4-dihydronaphthalen-1(2H)-one (1463609-29-1) → 1H-1-oxa-2-aza-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[2,1-d]isoxazole (1463609-33-7) + 2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole (1463609-35-9)

Guidance literature:

With hydroxylamine hydrochloride; acetic acid; In ethanol; at 80 ℃; for 24h;

DOI:10.3390/molecules18078147

Reference yield:

tert-butyl 4-(6-chloro-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carbonyl)piperidine-1-carboxylate (1463609-22-4) → 1H-1-oxa-2-aza-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[2,1-d]isoxazole (1463609-33-7) + 2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole (1463609-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 60 °C

3: hydroxylamine hydrochloride; acetic acid / ethanol / 24 h / 80 °C

With hydroxylamine hydrochloride; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3390/molecules18078147

Reference yield:

6-chloro-3,4-dihydronaphthalen-1(2H)-one (26673-31-4) → 1H-1-oxa-2-aza-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[2,1-d]isoxazole (1463609-33-7) + 2H-1-aza-2-oxa-7-chloro-3-(1-phenethylpiperidin-4-yl)-4,5-dihydronaphto[1,2-c]isoxazole (1463609-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 0.75 h / 20 °C

1.2: 6 h / 120 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 60 °C

4.1: hydroxylamine hydrochloride; acetic acid / ethanol / 24 h / 80 °C

With hydroxylamine hydrochloride; acetic acid; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3390/molecules18078147

upstream raw materials:

6-chloro-3,4-dihydronaphthalen-1(2H)-one

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

tert-butyl 4-(6-chloro-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carbonyl)piperidine-1-carboxylate

6-chloro-2-(piperidine-4-carbonyl)-3,4-dihydronaphthalen-1(2H)-one