3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N⁵-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N²-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide

Base Information

• Chemical Name: 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N⁵-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N²-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide
• CAS No.: 935445-89-9
• Molecular Formula: C₃₆H₃₁N₇O₆S₂
• Molecular Weight: 721.817

Synonyms:

Chemical Property of 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N⁵-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N²-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N⁵-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N²-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide

There total 6 articles about 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N⁵-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N²-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide 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: 30.0%

ethyl 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-5-[({4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}amino)carbonyl]thieno[2,3-b]pyridine-2-carboxylate + p-toluidine (106-49-0,12221-03-3) → 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N5-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N2-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide (935445-89-9)

Guidance literature:

In ethanol; for 3h; Heating;

DOI:10.1080/10426500600614808

Reference yield:

5-cyano-4-(4-methoxyphenyl)-2-methyl-N-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-6-thioxo-1,6-dihydropyridine-3-carboxamide (935445-52-6) → 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N5-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N2-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide (935445-89-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / AcONa / ethanol / 1 h / Heating

2: 32 percent / EtONa / ethanol / 1 h / Heating

3: 45 percent / AcOH / 4 h / Heating

4: 30 percent / ethanol / 3 h / Heating

With sodium ethanolate; sodium acetate; acetic acid; In ethanol;

DOI:10.1080/10426500600614808

Reference yield:

sulfadiazine (68-35-9) → 3-(acetylamino)-4-(4-methoxyphenyl)-6-methyl-N5-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-N2-(4-tolyl)thieno[2,3-b]pyridine-2,5-dicarboxamide (935445-89-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / 0.25 h / 140 °C

2: 60 percent / triethylamine / ethanol / 2 h / Heating

3: 42 percent / AcONa / ethanol / 1 h / Heating

4: 32 percent / EtONa / ethanol / 1 h / Heating

5: 45 percent / AcOH / 4 h / Heating

6: 30 percent / ethanol / 3 h / Heating

With sodium ethanolate; sodium acetate; acetic acid; triethylamine; In ethanol;

DOI:10.1080/10426500600614808

upstream raw materials:

p-toluidine

5-cyano-4-(4-methoxyphenyl)-2-methyl-N-{4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}-6-thioxo-1,6-dihydropyridine-3-carboxamide

{3-cyano-4-(4-methoxy-phenyl)-6-methyl-5-[4-(pyrimidin-2-ylsulfamoyl)-phenylcarbamoyl]-pyridin-2-ylsulfanyl}-acetic acid ethyl ester

ethyl 3-amino-4-(4-methoxyphenyl)-6-methyl-5-[({4-[(pyrimidin-2-ylamino)sulfonyl]phenyl}amino)carbonyl]thieno[2,3-b]pyridine-2-carboxylate

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