tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate
• CAS No.: 1403257-57-7
• Molecular Formula: C₁₉H₂₇BrN₂O₄
• Molecular Weight: 427.338

Synonyms:tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate

There total 10 articles about tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate 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: 75.0%

2-methyl-3-amino-5-bromobenzoic acid methyl ester (1000342-11-9) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate (1403257-57-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; Reflux;

DOI:10.1021/acsmedchemlett.8b00613

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate (1403257-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / methanol / 3 h / 20 °C

2: sodium cyanoborohydride / methanol; acetic acid / 20 °C

With sodium cyanoborohydride; acetic acid; In methanol; acetic acid;

DOI:10.1021/acs.jmedchem.5b01501

Reference yield:

sodium acetate borohydride + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)amino)piperidine-1-carboxylate (1403257-57-7)

Guidance literature:

With acetic acid;

upstream raw materials:

5-bromo-2-methyl-3-nitro-benzoic acid

2-methyl-3-amino-5-bromobenzoic acid methyl ester

N-tert-butyloxycarbonylpiperidin-4-one

5-bromo-2-methyl-3-nitrobenzoic acid methyl ester

Downstream raw materials:

tert-butyl 4-((5-bromo-3-(methoxycarbonyl)-2-methylphenyl)(ethyl)amino)piperidine-1-carboxylate

N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-(ethyl(1-(methylsulfonyl)piperidin-4-yl)amino)-4-methyl-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide

5-(ethylpiperidin-4-ylamino)-4-methyl-4′-morpholin-4-ylmethylbiphenyl-3-carboxylic acid (4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-ylmethyl)amide

5-((1-acetylpiperidin-4-yl)(ethyl)amino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4-methyl-4'-(morpholinomethyl)-[1,1'-biphenyl]-3-carboxamide

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