N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

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Chemical Name:N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide
CAS No.:1615714-04-9
Molecular Formula:C₂₁H₂₂FN₃O₂
Molecular Weight:367.423
Hs Code.:

Synonyms:N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

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Chemical Property of N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

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Technology Process of N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

There total 8 articles about N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-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: 24.0%

: 1615714-14-1
1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxylic acid

: 2516-47-4
cyclopropanemethylamine

: 1615714-04-9
N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jm500571f

Reference yield:

: 1116136-36-7
1H-pyrrolo[3,2-b]pyridine 4-oxide

: 1615714-04-9
N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: trichlorophosphate / 2 h / 120 °C / Inert atmosphere

2.1: caesium carbonate / 1,4-dioxane / 0.17 h / 20 °C / Inert atmosphere

2.2: 16 h / 120 °C / Inert atmosphere

3.1: N-iodo-succinimide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere

4.2: 4 h / Inert atmosphere

5.1: triethylamine / toluene / 0.17 h / Inert atmosphere

5.2: 16 h / 50 °C / Inert atmosphere

6.1: sodium hydroxide / water; ethanol / 5 h / 20 °C / Inert atmosphere

7.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

With N-iodo-succinimide; sodium hydride; caesium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm500571f

Reference yield:

: 1190312-40-3
3-iodo-7-methyl-1H-pyrrolo[3,2-b]pyridine

: 1615714-04-9
N-(cyclopropylmethyl)-1-(5-fluoro-2-methoxybenzyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C / Inert atmosphere

1.2: 4 h / Inert atmosphere

2.1: triethylamine / toluene / 0.17 h / Inert atmosphere

2.2: 16 h / 50 °C / Inert atmosphere

3.1: sodium hydroxide / water; ethanol / 5 h / 20 °C / Inert atmosphere

4.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere

With sodium hydride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; sodium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/jm500571f