3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

Base Information

Chemical Name:3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester
CAS No.:174071-92-2
Molecular Formula:C₃₅H₃₃F₂N₃O₄S
Molecular Weight:629.728
Hs Code.:

3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-<i>b</i>]pyridine-5-carboxylic acid ethyl ester

Synonyms:3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

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Chemical Property of 3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

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Technology Process of 3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

There total 11 articles about 3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester 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%

: 79-03-8
propionyl chloride

: 174071-01-3
2-(4-aminophenyl)-3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

: 174071-92-2
3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm0512894

Reference yield:

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

: 174071-92-2
3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / K₂CO₃; KI / dimethylformamide / 20 - 50 °C

2: 71 percent / NaNO₃; H₂SO₄ / 0 °C

3: N-bromosuccinimide; 2,2'-azobis(isobutyronitrile) / CCl₄ / Heating

4: N,N-diisopropylethylamine / dimethylformamide / 20 °C

5: 96 percent / aq. HCl; Fe / ethanol / 0 °C

6: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

With hydrogenchloride; sodium nitrate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; iron; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0512894

Reference yield:

: 174072-77-6
ethyl N-[3-carboxy-4-methyl-5-phenyl-2-thienyl]aminomethylenemalonate

: 174071-92-2
3-[(benzyl-methyl-amino)-methyl]-7-(2,6-difluoro-benzyl)-4-oxo-2-(4-propionylamino-phenyl)-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 60 percent / polyphosphate ester / 120 °C

2: 90 percent / K₂CO₃; KI / dimethylformamide / 20 - 50 °C

3: 71 percent / NaNO₃; H₂SO₄ / 0 °C

4: N-bromosuccinimide; 2,2'-azobis(isobutyronitrile) / CCl₄ / Heating

5: N,N-diisopropylethylamine / dimethylformamide / 20 °C

6: 96 percent / aq. HCl; Fe / ethanol / 0 °C

7: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

With hydrogenchloride; sodium nitrate; N-Bromosuccinimide; polyphosphate ester; 2,2'-azobis(isobutyronitrile); sulfuric acid; iron; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0512894