benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate

Base Information

• Chemical Name: benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate
• CAS No.: 883985-00-0
• Molecular Formula: C₂₀H₂₀BrN₃O₃
• Molecular Weight: 430.301

Synonyms:benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate

Chemical Property of benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate

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Technology Process of benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate

There total 2 articles about benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-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: 55.0%

2-Amino-3-bromopyridine (13534-99-1) + benzyl 4-(2-methoxy-2-oxoethylidene)-3,6-dihydiropyridine-1(2H)-carboxylate (30338-85-3) → benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate (883985-00-0)

Guidance literature:

With trimethylaluminum; In 1,2-dichloro-ethane; at 55 ℃;

DOI:10.1016/j.bmcl.2009.09.066

Reference yield:

3-amino-2-bromopyridine (39856-58-1) + benzyl 4-(2-methoxy-2-oxoethylidene)-3,6-dihydiropyridine-1(2H)-carboxylate (30338-85-3) → benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate (883985-00-0)

Guidance literature:

With trimethylaluminum; In 1,2-dichloro-ethane; at 0 - 55 ℃; for 48.5h;

Reference yield: 60.0%

benzyl 4-{2-[(3-bromopyridin-2-yl)amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate (883985-00-0) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → benzyl 4-{2-[(3-bromopyridin-2-yl){[2-(trimethylsilyl)ethoxy]methyl}amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate (883985-01-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2009.09.066

upstream raw materials:

2-Amino-3-bromopyridine

benzyl 4-(2-methoxy-2-oxoethylidene)-3,6-dihydiropyridine-1(2H)-carboxylate

3-amino-2-bromopyridine

Downstream raw materials:

benzyl 4-{2-[(3-bromopyridin-2-yl){[2-(trimethylsilyl)ethoxy]methyl}amino]-2-oxoethyl}-3,6-dihydropyridine-1(2H)-carboxylate

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