5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione

Base Information

• Chemical Name: 5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione
• CAS No.: 181816-72-8
• Molecular Formula: C₃₅H₂₈F₂N₄O₅S
• Molecular Weight: 654.694
• Mol file: 181816-72-8.mol

Synonyms:5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione

Chemical Property of 5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione

There total 5 articles about 5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione 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:

2,6-difluorobenzyl chloride (697-73-4) → 5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione (181816-72-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / KI; K₂CO₃ / dimethylformamide / 20 °C

2: NBS; AIBN / chlorobenzene / 90 °C

3: i-Pr₂NEt / dimethylformamide / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; In N,N-dimethyl-formamide; chlorobenzene;

DOI:10.1021/jm020180i

Reference yield:

benzyl-methyl-amine (103-67-3) + 5-bromomethyl-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione (181817-85-6) → 5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione (181816-72-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm020180i

Reference yield:

1-(4-nitrophenyl)propan-2-one (5332-96-7) → 5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione (181816-72-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: NH₄OAc; AcOH / toluene / 20 h / Heating

1.2: 67 percent / sulfur / ethanol / 2 h / 65 °C

2.1: pyridine / 45 °C

3.1: NaOMe / methanol / 20 °C

4.1: 84 percent / KI; K₂CO₃ / dimethylformamide / 20 °C

5.1: NBS; AIBN / chlorobenzene / 90 °C

6.1: i-Pr₂NEt / dimethylformamide / 20 °C

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); ammonium acetate; sodium methylate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; potassium iodide; In methanol; N,N-dimethyl-formamide; chlorobenzene; toluene;

DOI:10.1021/jm020180i

upstream raw materials:

benzyl-methyl-amine

5-bromomethyl-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-nitro-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione

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

2,6-difluorobenzyl chloride

Downstream raw materials:

6-(4-amino-phenyl)-5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione

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

5-[(benzyl-methyl-amino)-methyl]-1-(2,6-difluoro-benzyl)-3-(3-methoxy-phenyl)-6-(4-methylamino-phenyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione