3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

Base Information

Chemical Name:3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one
CAS No.:201274-52-4
Molecular Formula:C₂₄H₂₂N₂O₃
Molecular Weight:386.45
Hs Code.:

Synonyms:3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

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Chemical Property of 3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

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Technology Process of 3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

There total 5 articles about 3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one 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: 80.0%

: 360774-15-8
3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

: 74-88-4
methyl iodide

: 201274-52-4
3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

Guidance literature:: With potassium carbonate; In methanol; for 18h; Heating;
DOI:10.1055/s-2001-15066

Reference yield:

: 2-(hydroxymethylene)cyclopentanone, sodium salt

: 201274-52-4
3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 79 percent / AcOH; piperidine / toluene; CH₂Cl₂ / 2 h / Heating

2.1: 78 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

3.1: EtMgBr / tetrahydrofuran / 0.5 h

3.2: 35 percent / tetrahydrofuran

4.1: 80 percent / K₂CO₃ / methanol / 18 h / Heating

With piperidine; ethylmagnesium bromide; diisobutylaluminium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1055/s-2001-15066

Reference yield:

: 108106-97-4
2-oxo-2,5,6,7-tetrahydro-3-cyano-1H-cyclopenta[b]pyridine-3-carbonitrile

: 201274-52-4
3-{3-[6-(Benzyloxy)pyridin-2-yl]-1-hydroxyprop-2-ynyl}-1-methyl-1,5,6,7-tetrahydro-2H-cyclopenta[b]pyridin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

2.1: EtMgBr / tetrahydrofuran / 0.5 h

2.2: 35 percent / tetrahydrofuran

3.1: 80 percent / K₂CO₃ / methanol / 18 h / Heating

With ethylmagnesium bromide; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2001-15066