3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

Base Information

Chemical Name:3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide
CAS No.:192886-70-7
Molecular Formula:C₃₆H₃₆F₂N₄O₄S
Molecular Weight:658.769
Hs Code.:

3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

Synonyms:3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

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Chemical Property of 3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

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Technology Process of 3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

There total 11 articles about 3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide 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%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 192887-27-7
3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

: 192886-70-7
3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

Guidance literature:: N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; at 0 ℃; for 1h;

3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester; In hexane; dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jm0512894

Reference yield:

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

: 192886-70-7
3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / K₂CO₃; KI / dimethylformamide / 20 - 50 °C

2.1: 71 percent / NaNO₃; H₂SO₄ / 0 °C

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

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

5.1: 96 percent / aq. HCl; Fe / ethanol / 0 °C

6.1: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

7.1: Me₃Al; N,N-diisopropylethylamine / CH₂Cl₂; hexane / 1 h / 0 °C

7.2: 86 percent / CH₂Cl₂; hexane / 1 h / 0 °C

With hydrogenchloride; sodium nitrate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; trimethylaluminum; iron; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrachloromethane; ethanol; hexane; 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

: 192886-70-7
3-(N-benzyl-N-methylaminomethyl)-7-(2,6-difluorobenzyl)-4,7-dihydro-2-(4-isobutyrylaminophenyl)-N-methoxy-N-methyl-4-oxothieno[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 60 percent / polyphosphate ester / 120 °C

2.1: 90 percent / K₂CO₃; KI / dimethylformamide / 20 - 50 °C

3.1: 71 percent / NaNO₃; H₂SO₄ / 0 °C

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

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

6.1: 96 percent / aq. HCl; Fe / ethanol / 0 °C

7.1: 100 percent / Et₃N / CH₂Cl₂ / 20 °C

8.1: Me₃Al; N,N-diisopropylethylamine / CH₂Cl₂; hexane / 1 h / 0 °C

8.2: 86 percent / CH₂Cl₂; hexane / 1 h / 0 °C

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