(1R)-1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione

Base Information Edit

Chemical Name:(1R)-1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione
CAS No.:1075237-77-2
Molecular Formula:C₁₆H₂₀N₄O₂
Molecular Weight:300.36
Hs Code.:
Mol file:1075237-77-2.mol

Synonyms:(1R)-1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione

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Chemical Property of (1R)-1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione Edit

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Technology Process of (1R)-1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione

There total 1 articles about (1R)-1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione 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:

: 45644-21-1
6-chloropyridin-2-amine

: 1075237-77-2
(1R)-1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione

: 1075238-49-1
1-[(4-amino-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione

Guidance literature:: Multi-step reaction with 14 steps

1.1: triethylamine / toluene / 22 h / 20 - 50 °C

2.1: n-butyllithium / tetrahydrofuran; hexanes / -78 - 0 °C

2.2: -78 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

3.2: 1 h / 20 °C

4.1: 42 h / 20 °C / Heating / reflux

5.1: potassium osmate(VI); water; potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III) / tert-butyl alcohol / 18 h / 20 °C

6.1: pyridine / dichloromethane / 0.58 h / -78 - 20 °C

7.1: N-Methyldicyclohexylamine / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 1 h / 80 °C

8.1: hydrogen / palladium 10% on activated carbon / ethanol / 18 h / 20 °C / 760.05 Torr

9.1: hydrogenchloride / methanol; water / 48 h / Heating / reflux

10.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C

10.2: 0.25 h / 20 °C

11.1: N,N-dimethyl-formamide / 1 h / 120 °C

12.1: triethylamine; Methanesulfonic anhydride / chloroform / 2 h / 20 °C / Heating / reflux

12.2: 0.25 h / 80 °C

13.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 26 h / 60 °C

14.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

With pyridine; hydrogenchloride; potassium osmate(VI); n-butyllithium; N-Methyldicyclohexylamine; water; hydrogen; sodium hydride; potassium carbonate; methanesulfonyl chloride; hydroquinidein 1,4-phthalazinediyl diether; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hexacyanoferrate(III); Methanesulfonic anhydride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(tri-t-butylphosphine)palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; hexanes; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 7.1: Heck Reaction;