5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one

Base Information

• Chemical Name: 5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one
• CAS No.: 246238-20-0
• Molecular Formula: C₁₈H₁₄ClN₃O₂
• Molecular Weight: 339.781

Synonyms:5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one

Chemical Property of 5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one

Chemical Property:

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Technology Process of 5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one

There total 4 articles about 5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-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: 100.0%

[3-(9-chloro-3-methyl-4-oxo-4H-isoxazolo[4,3-c]quinolin-5-yl)-benzyl]-carbamic acid tert-butyl ester (246238-19-7) → 5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one (246238-20-0)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1016/S0960-894X(02)00051-3

Reference yield:

3-tert-butoxycarbonylaminomethylaniline (147291-66-5) → 5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one (246238-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; DMAP / CH₂Cl₂ / 3 h / 25 °C

2: 2 N NaOH / methanol; dimethylformamide / 2 h / 25 °C

3: 100 percent / TFA

With pyridine; dmap; sodium hydroxide; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00051-3

Reference yield:

N-(3-nitrophenylmethyl)carbamic acid t-butyl ester (147291-65-4) → 5-(3-aminomethyl-phenyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one (246238-20-0)

Guidance literature:

Multi-step reaction with 4 steps

1: SnCl₂*2H₂O / tetrahydrofuran / 18 h / 25 °C

2: pyridine; DMAP / CH₂Cl₂ / 3 h / 25 °C

3: 2 N NaOH / methanol; dimethylformamide / 2 h / 25 °C

4: 100 percent / TFA

With pyridine; dmap; sodium hydroxide; trifluoroacetic acid; tin(ll) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00051-3

upstream raw materials:

[3-(9-chloro-3-methyl-4-oxo-4H-isoxazolo[4,3-c]quinolin-5-yl)-benzyl]-carbamic acid tert-butyl ester

3-tert-butoxycarbonylaminomethylaniline

N-(3-nitrophenylmethyl)carbamic acid t-butyl ester

(3-{[3-(2-chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-amino}-benzyl)-carbamic acid tert-butyl ester

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