(R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide

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Chemical Name:(R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide
CAS No.:1383741-31-8
Molecular Formula:C₁₉H₁₆ClFN₆O
Molecular Weight:398.827
Hs Code.:

Synonyms:(R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide

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Chemical Property of (R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide

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Technology Process of (R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide

There total 9 articles about (R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide 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: 42.0%

: 86873-60-1
5-chloropicolinic acid

: 1383742-57-1
(R)-6-(5-amino-2-fluorophenyl)-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-8-amine

: 1383741-31-8
(R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide

Guidance literature:: 5-chloropicolinic acid; With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 20 ℃; for 0.0833333h;

(R)-6-(5-amino-2-fluorophenyl)-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-8-amine; In methanol; at 0 - 20 ℃; for 3h;

Reference yield:

: 1383742-42-4
(R)-6-(5-bromo-2-fluorophenyl)-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-8-amine

: 1383741-31-8
(R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium t-butanolate / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 2 h / 100 °C / Inert atmosphere; sealed tube

2.1: hydrogenchloride / isopropyl alcohol; water / 2 h / 20 °C

3.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.08 h / 20 °C

3.2: 3 h / 0 - 20 °C

With hydrogenchloride; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In methanol; water; isopropyl alcohol; toluene;

Reference yield:

: 1383742-21-9
t-butyl (R)-(2-(5-bromo-2-fluorophenyl)-1-(2-cyano-1H-imidazol-1-yl)propan-2-yl)carbamate

: 1383741-31-8
(R)-5-chloro-pyridine-2-carboxylic acid [3-(8-amino-6-methyl-5,6-dihydro-imidazo[1,2-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / 1,4-dioxane / 4 h / 70 °C

2.1: sodium azide; copper(l) iodide; sodium carbonate; N,N`-dimethylethylenediamine / dimethyl sulfoxide / 110 °C / Inert atmosphere

3.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.08 h / 20 °C

3.2: 24 h / 0 - 20 °C

With hydrogenchloride; copper(l) iodide; sodium azide; sodium carbonate; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; N,N`-dimethylethylenediamine; In 1,4-dioxane; methanol; dimethyl sulfoxide;
DOI:10.1021/acsmedchemlett.9b00181