diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate

Base Information

Chemical Name:diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate
CAS No.:1359669-62-7
Molecular Formula:C₃₀H₃₃NO₅
Molecular Weight:487.596
Hs Code.:

Synonyms:diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate

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Chemical Property of diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate

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Technology Process of diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate

There total 14 articles about diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate 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:

: C₂₃H₂₂ClNO₄S

: 105-53-3
diethyl malonate

: 1359669-62-7
diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate

Guidance literature:: diethyl malonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 1h; Inert atmosphere;

C₂₃H₂₂ClNO₄S; In tetrahydrofuran; mineral oil; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/jm2012968

Reference yield:

: 2-hydroxy-6,7-dihydro-5H-cyclopenta[b]pyridin-5-one

: 1359669-62-7
diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 13 h / 20 - 80 °C / Inert atmosphere

2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 0 °C / Inert atmosphere

3.1: pyridine; thionyl chloride / toluene / 1 h / 20 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere

4.2: 14 h / 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; thionyl chloride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm2012968

Reference yield:

: 691905-27-8
(2',6'-dimethyl-[1,1'-biphenyl]-3-yl)methanol

: 1359669-62-7
diethyl {2-[(2',6'-dimethylbiphenyl-3-yl)methoxy]-6,7-dihydro-5H-cyclopenta[b]pyridin-5-yl}malonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 13 h / 20 - 80 °C / Inert atmosphere

3.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 0 °C / Inert atmosphere

4.1: pyridine; thionyl chloride / toluene / 1 h / 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere

5.2: 14 h / 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; thionyl chloride; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm2012968