N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Base Information

Chemical Name:N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide
CAS No.:1432512-00-9
Molecular Formula:C₁₉H₁₅F₄N₅O₂
Molecular Weight:421.354
Hs Code.:

Synonyms:N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

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Chemical Property of N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

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Technology Process of N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

There total 10 articles about N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-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: 73.0%

: 1432511-97-1
(4S,6R)-4-(5-amino-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

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

: 1432512-00-9
N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-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 0 ℃; for 0.5h;

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

Reference yield:

: 1432511-84-6
(R)-2-methyl-N-((2S,4R)-5,5,5-trifluoro-2-(2-fluorophenyl)-4-hydroxypentan-2-yl)propane-2-sulfinamide

: 1432512-00-9
N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / tetrahydrofuran; water / 22 °C

2.1: ethanol / 80 - 95 °C / Sealed tube

3.1: trifluoroacetic acid; sulfuric acid; nitric acid / 0.5 h / 0 - 22 °C

4.1: palladium 10% on activated carbon; hydrogen; triethylamine / ethanol

5.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

5.2: 20 h / 0 - 22 °C

With hydrogenchloride; sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; triethylamine; trifluoroacetic acid; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In tetrahydrofuran; methanol; ethanol; water;
DOI:10.1021/jm400225m

Reference yield:

: 1346145-50-3
(R)-2-methylpropane-2-sulfinic acid [1-(2-fluorophenyl)-(E)-ethylidene]amide

: 1432512-00-9
N-(3-((4S,6R)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 50 °C / Inert atmosphere

1.2: -20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / toluene / 3 h / -75 - -68 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

4.1: hydrogenchloride / tetrahydrofuran; water / 22 °C

5.1: ethanol / 80 - 95 °C / Sealed tube

6.1: trifluoroacetic acid; sulfuric acid; nitric acid / 0.5 h / 0 - 22 °C

7.1: palladium 10% on activated carbon; hydrogen; triethylamine / ethanol

8.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.5 h / 0 °C

8.2: 20 h / 0 - 22 °C

With hydrogenchloride; sulfuric acid; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; nitric acid; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; copper(l) chloride; zinc; In tetrahydrofuran; methanol; ethanol; water; toluene; 1.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m