4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 885326-87-4
• Molecular Formula: C₁₂H₁₅BrN₂O₄
• Molecular Weight: 331.166
• Hs Code.: 2933399090
• Mol file: 885326-87-4.mol

Synonyms:4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID;Methyl 4-bromo-6-((tert-butoxycarbonyl)-amino)picolinate

Chemical Property of 4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• PSA: 77.52000
• LogP: 3.05070
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Methyl 4-bromo-6-((tert-butoxycarbonyl)-amino)picolinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER

There total 3 articles about 4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER 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: 50.0%

4-bromo-6-(methoxycarbonyl)pyridine-2-carboxylic acid (293294-72-1) + tert-butyl alcohol (75-65-0) → methyl 4-bromo-6-((tert-butoxycarbonyl)amino)picolinate (885326-87-4)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In 1,4-dioxane; at 20 ℃; for 3h; Reflux;

Reference yield:

dimethyl 4-bromo-2,6-pyridinedicarboxylate (162102-79-6) → methyl 4-bromo-6-((tert-butoxycarbonyl)amino)picolinate (885326-87-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / methanol; dichloromethane / 3 h / 20 °C

2: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane / 3 h / 20 °C / Reflux

With diphenyl phosphoryl azide; triethylamine; potassium hydroxide; In 1,4-dioxane; methanol; dichloromethane;

Reference yield:

Chelidamic acid (499-51-4) → methyl 4-bromo-6-((tert-butoxycarbonyl)amino)picolinate (885326-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: phosphorus pentabromide / tetrachloromethane / 16 h / Reflux

1.2: 1 h / 80 °C

2.1: methanol; potassium hydroxide / dichloromethane / 6 h / 20 °C

3.1: triethylamine; diphenylphosphoranyl azide / 1,4-dioxane / 2 h / Reflux

With methanol; diphenylphosphoranyl azide; phosphorus pentabromide; triethylamine; potassium hydroxide; In 1,4-dioxane; tetrachloromethane; dichloromethane;

upstream raw materials:

4-bromo-6-(methoxycarbonyl)pyridine-2-carboxylic acid

tert-butyl alcohol

dimethyl 4-bromo-2,6-pyridinedicarboxylate

Chelidamic acid

Downstream raw materials:

methyl 6-amino-4-bromo-pyridine-2-carboxylate

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