(R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide

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Chemical Name:(R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide
CAS No.:1383741-41-0
Molecular Formula:C₂₀H₁₆FN₇O
Molecular Weight:389.392
Hs Code.:

Synonyms:(R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide

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Chemical Property of (R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide

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Technology Process of (R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide

There total 8 articles about (R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide 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: 57.0%

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

: 53234-55-2
5-cyano-pyridine-2-carboxylic acid

: 1383741-41-0
(R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide

Guidance literature:: 5-cyano-pyridine-2-carboxylic 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 24h;
DOI:10.1021/acsmedchemlett.9b00181

Reference yield:

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

: 1383741-41-0
(R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide

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

Reference yield:

: 1228571-14-9
(2R)-2-amino-2-(5-bromo-2-fluorophenyl)propan-1-ol

: 1383741-41-0
(R)-N-(3-(8-amino-6-methyl-5,6-dihydroimidazo[1,2-a]pyrazin-6-yl)-4-fluorophenyl)-5-cyanopicolinamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 0 - 20 °C

2.1: thionyl chloride / acetonitrile / 0.5 h / -40 °C / Inert atmosphere

2.2: 64 h / -40 - 20 °C / Inert atmosphere

3.1: ruthenium trichloride; sodium periodate / water; acetonitrile / 2 h / 0 - 20 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 90 °C

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

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

7.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.08 h / 20 °C

7.2: 24 h / 0 - 20 °C

With hydrogenchloride; ruthenium trichloride; sodium periodate; copper(l) iodide; thionyl chloride; sodium azide; sodium hydrogencarbonate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/acsmedchemlett.9b00181