tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

Base Information

• Chemical Name: tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate
• CAS No.: 1246966-73-3
• Molecular Formula: C₂₀H₂₃ClN₄O₄S
• Molecular Weight: 450.946

Synonyms:tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

Chemical Property of tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

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Technology Process of tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

There total 3 articles about tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-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: 86.0%

tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate (1001020-08-1) + p-chlorphenylisocyanate (104-12-1) → tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate (1246966-73-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00932

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate (1246966-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: morpholine; sulfur / ethanol / 4 h / Reflux; Inert atmosphere

2: triethylamine / tetrahydrofuran / 16 h / 25 °C / Inert atmosphere

With morpholine; sulfur; triethylamine; In tetrahydrofuran; ethanol; 1: |Gewald Aminoheterocycles Synthesis;

DOI:10.1021/acs.jmedchem.7b00932

Reference yield:

4-chloro-aniline (106-47-8) → tert-butyl 3-carbamoyl-2-[3-(4-chlorophenyl)ureido]-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate (1246966-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane; toluene / 4.08 h / -20 - 25 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 16 h / 25 °C / Inert atmosphere

With triethylamine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/acs.jmedchem.7b00932

upstream raw materials:

tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

p-chlorphenylisocyanate

N-tert-butyloxycarbonylpiperidin-4-one

4-chloro-aniline

Downstream raw materials:

2-[3-(4-chlorophenyl)-ureido]-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylic acid amide

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