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

Base Information

Chemical Name: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
CAS No.:181817-89-0
Molecular Formula:C₃₆H₃₂F₂N₄O₃S
Molecular Weight:638.738
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 9 articles about 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 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: 85.0%

: 181817-09-4
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

: 181817-89-0
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

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; for 2h; Heating;
DOI:10.1021/jm020180i

Reference yield:

: 697-73-4
2,6-difluorobenzyl chloride

: 181817-89-0
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

Guidance literature:: Multi-step reaction with 5 steps

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

2: NBS; AIBN / chlorobenzene / 90 °C

3: i-Pr₂NEt / dimethylformamide / 20 °C

4: 11 percent / 10 percent Pd/C / 2 h / 20 °C / atmospheric pressure

5: 85 percent / BH₃*Me₂S / tetrahydrofuran / 2 h / Heating

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; 10 percent Pd/C; In tetrahydrofuran; N,N-dimethyl-formamide; chlorobenzene;
DOI:10.1021/jm020180i

Reference yield:

: 5332-96-7
1-(4-nitrophenyl)propan-2-one

: 181817-89-0
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

Guidance literature:: Multi-step reaction with 8 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

7.1: 11 percent / 10 percent Pd/C / 2 h / 20 °C / atmospheric pressure

8.1: 85 percent / BH₃*Me₂S / tetrahydrofuran / 2 h / Heating

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; ammonium acetate; sodium methylate; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; potassium iodide; 10 percent Pd/C; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; chlorobenzene; toluene;
DOI:10.1021/jm020180i