N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea

Base Information

• Chemical Name: N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea
• CAS No.: 481049-95-0
• Molecular Formula: C₃₇H₃₃F₂N₅O₃S
• Molecular Weight: 665.764
• Mol file: 481049-95-0.mol

Synonyms:N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea

Chemical Property of N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea

There total 11 articles about N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea 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: 100.0%

ethyl isocyanate (109-90-0) + 6-(4-aminophenyl)-5-(N-benzyl-N-methylaminomethyl)-1-(2,6-difluorobenzyl)-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (174072-63-0) → N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea (481049-95-0)

Guidance literature:

With pyridine; at 20 ℃; for 18h;

DOI:10.1021/jm020180i

Reference yield:

2,6-difluorobenzyl chloride (697-73-4) → N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea (481049-95-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / KI; K₂CO₃ / dimethylformamide / 4 h / 20 °C

2: NBS; AIBN / chlorobenzene / 1.5 h / 90 °C

3: 33.0 g / i-Pr₂NEt / dimethylformamide / 2 h / 20 °C

4: 87 percent / HCl; HCO₂H / 10 percent Pd/C/water / diethyl ether / 3.5 h / 20 °C / atmospheric pressure

5: 100 percent / pyridine / 18 h / 20 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; formic acid; 2,2'-azobis(isobutyronitrile); potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; 10 percent Pd/C/water; In diethyl ether; N,N-dimethyl-formamide; chlorobenzene;

DOI:10.1021/jm020180i

Reference yield:

1-(4-nitrophenyl)propan-2-one (5332-96-7) → N-(4-{5-{[benzyl(methyl)amino]methyl}-1-(2,6-difluorobenzyl)-3-phenyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl}phenyl)-N'-ethylurea (481049-95-0)

Guidance literature:

Multi-step reaction with 8 steps

1: sulfur; BuNH₂ / ethanol

2: pyridine / toluene / 4 h / 100 °C

3: NaOMe / acetonitrile; methanol / Heating

4: K₂CO₃ / dimethylformamide

5: NBS; AIBN / CCl₄

6: acetonitrile

7: H₂ / Pd/C / ethanol

8: iPr₂NEt / CH₂Cl₂

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; sodium methylate; potassium carbonate; sulfur; N-butylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/S0960-894X(03)00746-7

upstream raw materials:

ethyl isocyanate

6-(4-aminophenyl)-5-(N-benzyl-N-methylaminomethyl)-1-(2,6-difluorobenzyl)-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

1-(4-nitrophenyl)propan-2-one

phenyl isocyanate