methyl 5-(tert-butoxycarbonylamino)-2-fluoroisonicotinate

Base Information

• Chemical Name: methyl 5-(tert-butoxycarbonylamino)-2-fluoroisonicotinate
• CAS No.: 305371-15-7
• Molecular Formula: C₁₂H₁₅FN₂O₄
• Molecular Weight: 270.261
• Hs Code.: 2933399090
• Mol file: 305371-15-7.mol

Synonyms:5-tert-Butoxycarbonylamino-2-fluoroisonicotinicacid methyl ester

Chemical Property of methyl 5-(tert-butoxycarbonylamino)-2-fluoroisonicotinate

Chemical Property:

• PSA: 81.01000
• LogP: 2.36790

Purity/Quality:

99%, ^*data from raw suppliers

Methyl5-(Boc-amino)-2-fluoropyridine-4-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 5-(tert-butoxycarbonylamino)-2-fluoroisonicotinate

There total 6 articles about methyl 5-(tert-butoxycarbonylamino)-2-fluoroisonicotinate 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: 73.0%

5-[N-(tert-Butoxycarbonyl)-amino]-2-fluoropyridine-4-carboxylic acid (171178-42-0) + diazomethyl-trimethyl-silane (18107-18-1) → 5-tert-butoxycarbonylamino-2-fluoro-isonicotinic acid, methyl ester (305371-15-7)

Guidance literature:

With n-butyllithium; In methanol; hexane; chloroform; at 0 - 20 ℃;

Reference yield: 73.0%

trimethylsilyl diazomethane + 5-[N-(tert-Butoxycarbonyl)-amino]-2-fluoropyridine-4-carboxylic acid (171178-42-0) → 5-tert-butoxycarbonylamino-2-fluoro-isonicotinic acid, methyl ester (305371-15-7)

Guidance literature:

In methanol; hexane; chloroform; at 0 - 20 ℃; for 2h;

Reference yield:

2-Fluoro-5-nitropyridine (456-24-6) → 5-tert-butoxycarbonylamino-2-fluoro-isonicotinic acid, methyl ester (305371-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 70 percent / H₂ / Raney Ni / ethyl acetate

2.1: 96 percent / 2-methyl-propan-2-ol / 4 h / 40 °C

3.1: n-BuLi; tetramethylethylenediamine / diethyl ether / -78 °C

3.2: diethyl ether

4.1: methanol; CHCl₃; hexane / 2 h / 0 - 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel; In methanol; diethyl ether; hexane; chloroform; ethyl acetate; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2004.01.034

upstream raw materials:

5-[N-(tert-Butoxycarbonyl)-amino]-2-fluoropyridine-4-carboxylic acid

diazomethyl-trimethyl-silane

2-Fluoro-5-nitropyridine

2-chloro-5-nitropyridine

Downstream raw materials:

[6-fluoro-4-(3-nitrilo-propionyl)-pyridin-3-yl]-carbamic acid, tert-butyl ester

4-(3-bromo-phenylamino)-6-(4-methoxy-benzylamino)-[1.7]naphthyridine-3-carbonitrile

4-(3-chloro-4-fluorophenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile

6-fluoro-4-hydroxy-[1.7]naphthyridine-3-carbonitrile

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