(R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile

Base Information

Chemical Name:(R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile
CAS No.:1314945-20-4
Molecular Formula:C₂₁H₂₄N₆O₂
Molecular Weight:392.461
Hs Code.:

Synonyms:(R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile

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Chemical Property of (R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile

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Technology Process of (R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile

There total 6 articles about (R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile 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: 51.0%

: 1314947-53-9
(R)-1-[1-(2-cyanobenzyl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-7-yl]piperidine-3-carbamic acid tert-butyl ester

: 1314945-20-4
(R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile

Guidance literature:: With hydrogenchloride; In water; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ml5001905

Reference yield:

: 4966-90-9
4-hydroxy-6-methyl-3-nitro-2(1H)-pyridinone

: 1314945-20-4
(R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile

Guidance literature:: Multi-step reaction with 10 steps

1: trichlorophosphate; N,N-dimethyl-aniline / 1.5 h / 95 °C / Inert atmosphere

2: sulfuric acid; chromium(VI) oxide / 2.5 h / 60 °C / Inert atmosphere

3: ethanol / 48 h / 20 °C / Inert atmosphere

4: ethanol; water / 48 h / 65 °C / Inert atmosphere

5: potassium hydroxide / tetrahydrofuran; water; diethyl ether / -20 °C / Inert atmosphere

6: palladium 10% on activated carbon; hydrogen / methanol / 3 h / Inert atmosphere

7: triethylamine / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

8: potassium carbonate / N,N-dimethyl-formamide / -10 °C / Inert atmosphere

9: potassium borohydride / ethanol / 0 - 20 °C / Inert atmosphere

10: hydrogenchloride / water / 2 h / 20 °C / Inert atmosphere

With chromium(VI) oxide; hydrogenchloride; potassium borohydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; potassium carbonate; N,N-dimethyl-aniline; triethylamine; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ml5001905

Reference yield:

: 1314947-51-7
(R)-7-(3-tert-butoxycarbonylaminopiperidin-1-yl)-1-(2-cyanobenzyl)-3-methyl-5-methoxycarbonyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridine

: 1314945-20-4
(R)-2-[[7-(3-aminopiperidin-1-yl)-3-methyl-5-hydroxymethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: potassium borohydride / ethanol / 0 - 20 °C / Inert atmosphere

2: hydrogenchloride / water / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; potassium borohydride; In ethanol; water;
DOI:10.1021/ml5001905