5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Base Information

Chemical Name:5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide
CAS No.:1310347-54-6
Molecular Formula:C₁₈H₁₆ClF₃N₄O₂
Molecular Weight:412.799
Hs Code.:

5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

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Chemical Property of 5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

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Technology Process of 5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

There total 8 articles about 5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-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%

: 886365-46-4
5-chloro-3-methylpyridine-2-carboxylic acid

: 1310350-45-8
(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

: 1310347-54-6
5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Guidance literature:: 5-chloro-3-methylpyridine-2-carboxylic acid; With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 0 ℃; for 0.5h;

(R)-4-(5-amino-2-fluorophenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine; In methanol; at 0 - 22 ℃; for 20h;
DOI:10.1021/jm400225m

Reference yield:

: 1075230-62-4
(R)-2-methylpropane-2-sulfinic acid [1-(2-fluoro-5-nitrophenyl)-(E)-ethylidene]amide

: 1310347-54-6
5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 22 - 35 °C / Inert atmosphere

1.2: 2 h / 22 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 1.5 h / 0 °C

3.1: hydrogenchloride / methanol; water; 1,4-dioxane / 1 h / 22 °C

4.1: ethanol / 24 h / 22 - 85 °C / Sealed tube

5.1: palladium 10% on activated carbon; hydrogen / ethanol / 1 h / 22 °C / Inert atmosphere

6.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

6.2: 20 h / 0 - 22 °C

With hydrogenchloride; lithium borohydride; palladium 10% on activated carbon; hydrogen; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; copper(l) chloride; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; 1.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m

Reference yield:

: 79110-05-7
1-(2-fluoro-5-nitrophenyl)ethanone

: 1310347-54-6
5-chloro-3-methyl-pyridine-2-carboxylic acid [3-((R)-2-amino-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-4-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 5 h / 50 - 70 °C

2.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 22 - 35 °C / Inert atmosphere

2.2: 2 h / 22 °C / Inert atmosphere

3.1: lithium borohydride / tetrahydrofuran / 1.5 h / 0 °C

4.1: hydrogenchloride / methanol; water; 1,4-dioxane / 1 h / 22 °C

5.1: ethanol / 24 h / 22 - 85 °C / Sealed tube

6.1: palladium 10% on activated carbon; hydrogen / ethanol / 1 h / 22 °C / Inert atmosphere

7.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

7.2: 20 h / 0 - 22 °C

With hydrogenchloride; titanium(IV) tetraethanolate; lithium borohydride; palladium 10% on activated carbon; hydrogen; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; copper(l) chloride; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; 2.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m