5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one

Base Information

Chemical Name:5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one
CAS No.:1428795-17-8
Molecular Formula:C₂₆H₂₅FN₂O₃
Molecular Weight:432.495
Hs Code.:

Synonyms:5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one

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Chemical Property of 5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one

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Technology Process of 5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one

There total 12 articles about 5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-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:

: 1428795-19-0
5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carbonyl chloride

: 1428795-17-8
5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one

Guidance literature:: 5-(4-fluorobenzyl)-7-methyl-6-oxo-9-(p-tolyl)-1,3,4,5,6,7-hexahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridine-8-carbonyl chloride; With sodium tetrahydroborate; In 1,2-dimethoxyethane; at 20 ℃; for 1h; Cooling with ice;

With hydrogenchloride; In methanol; 1,2-dimethoxyethane; water; at 0 ℃;

Reference yield:

: 1428795-10-1
dimethyl 1-(4-fluorobenzyl)-1,4,6,7-tetrahydropyrano[4,3-b]pyrrole-2,3-dicarboxylate

: 1428795-17-8
5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium hydroxide; ethanol / 18 h / 90 °C

2.1: trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

3.1: 2 h / 90 °C / Reflux

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h

5.1: sodium hydride / N,N-dimethyl-formamide / 0.83 h / 20 °C / Cooling with ice

5.2: 0 °C

6.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

7.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

8.1: lithium hydroxide; methanol / tetrahydrofuran / 18 h / 80 °C / Reflux

8.2: 20 °C

9.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.25 h

10.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 1 h / 20 °C / Cooling with ice

10.2: 0 °C

With methanol; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ethanol; sodium hydride; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic anhydride; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1428795-11-2
dimethyl 1,4,6,7-tetrahydropyrano[4,3-b]pyrrole-2,3-dicarboxylate

: 1428795-17-8
5-(4-fluorobenzyl)-8-(hydroxymethyl)-7-methyl-9-(p-tolyl)-3,4,5,7-tetrahydropyrano[3',4':4,5]pyrrolo[2,3-c]pyridin-6(1H)-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 2 h

2.1: potassium hydroxide; ethanol / 18 h / 90 °C

3.1: trifluoroacetic anhydride / dichloromethane / 2 h / 20 °C / Cooling with ice

4.1: 2 h / 90 °C / Reflux

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h

6.1: sodium hydride / N,N-dimethyl-formamide / 0.83 h / 20 °C / Cooling with ice

6.2: 0 °C

7.1: triethylamine / dichloromethane / 0.25 h / Cooling with ice

8.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 2 h / 80 °C / Inert atmosphere

9.1: lithium hydroxide; methanol / tetrahydrofuran / 18 h / 80 °C / Reflux

9.2: 20 °C

10.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 0.25 h

11.1: sodium tetrahydroborate / 1,2-dimethoxyethane / 1 h / 20 °C / Cooling with ice

11.2: 0 °C

With methanol; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; ethanol; sodium hydride; sodium carbonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; trifluoroacetic anhydride; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide;