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

Base Information

• Chemical Name: 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((3R,6R)-5-amino-3,6-dimethyl-6-trifluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide hydrochloride
• CAS No.: 1262855-97-9
• Molecular Formula: C₂₁H₁₉F₄N₅O₂*ClH
• Molecular Weight: 485.869

Synonyms:5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((3R,6R)-5-amino-3,6-dimethyl-6-trifluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide hydrochloride

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 20 articles about 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((3R,6R)-5-amino-3,6-dimethyl-6-trifluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide hydrochloride 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:

N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide (1262857-73-7) → 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((3R,6R)-5-amino-3,6-dimethyl-6-trifluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide hydrochloride (1262855-97-9)

Guidance literature:

With hydrogenchloride; In diethyl ether; dichloromethane;

Reference yield:

((2R,5R)-5-{5-[(5-cyano-3-methyl-pyridine-2-carbonyl)-amino]-2-fluoro-phenyl}-2,5-dimethyl-2-trifluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester (1262859-72-2) → 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((3R,6R)-5-amino-3,6-dimethyl-6-trifluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide hydrochloride (1262855-97-9)

Guidance literature:

((2R,5R)-5-{5-[(5-cyano-3-methyl-pyridine-2-carbonyl)-amino]-2-fluoro-phenyl}-2,5-dimethyl-2-trifluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester; With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 2h;

With hydrogenchloride; In diethyl ether; dichloromethane; Product distribution / selectivity;

Reference yield:

1-Bromo-4-fluorobenzene (460-00-4) → 5-cyano-3-methyl-pyridine-2-carboxylic acid [3-((3R,6R)-5-amino-3,6-dimethyl-6-trifluoromethyl-3,6-dihydro-2H-[1,4]oxazin-3-yl)-4-fluoro-phenyl]-amide hydrochloride (1262855-97-9)

Guidance literature:

Multi-step reaction with 18 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -75 °C / Inert atmosphere

1.2: 2 h / -75 °C

1.3: 1 h / -75 °C

2.1: phosphoric acid; hydroquinone / dichloromethane / 3.5 h / 50 °C

3.1: potassium hexacyanoferrate(III); (DHQD)₂Phal; potassium carbonate / potassium osmate(VI) dihydrate / water; tert-butyl alcohol / 14 h / 0 °C

4.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.5 h / 0 - 5 °C / Industry scale; Inert atmosphere

5.1: sodium azide; ammonium chloride / 18-crown-6 ether / 6 h / Reflux

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.03 h / 0 - 5 °C / Inert atmosphere

6.2: 3 h / 25 °C

7.1: sodium hydroxide / tetrahydrofuran; water / 2.5 h / 0 - 20 °C

8.1: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 24 h / 0 - 25 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

9.2: 16 h / 25 °C

10.1: ammonia / methanol / 16 h / 50 °C

11.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 4 h / 0 - 25 °C / Inert atmosphere

12.1: potassium carbonate / methanol / 16 h / 80 °C

13.1: hydrogen; sodium acetate / palladium 10% on activated carbon / methanol / 6 h / 50 °C

14.1: potassium nitrate / sulfuric acid / 2 h / 25 °C / Cooling with ice

15.1: triethylamine / acetonitrile / 16 h / 25 °C

16.1: hydrogen / 5%-palladium/activated carbon / tetrahydrofuran; isopropyl alcohol / 4 h / 50 °C

17.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 25 °C

18.1: trifluoroacetic acid / dichloromethane / 2 h / 25 °C

With lithium aluminium tetrahydride; n-butyllithium; sodium azide; 1-hydroxy-7-aza-benzotriazole; potassium hexacyanoferrate(III); (DHQD)₂Phal; phosphoric acid; ammonia; hydrogen; sodium acetate; sodium hydride; potassium carbonate; ammonium chloride; methanesulfonyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; hydroquinone; triphenylphosphine; trifluoroacetic acid; trifluoroacetic anhydride; sodium hydroxide; diethylazodicarboxylate; potassium osmate(VI) dihydrate; 18-crown-6 ether; sulfuric acid; 5%-palladium/activated carbon; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; mineral oil; tert-butyl alcohol;

upstream raw materials:

N-(3-((3R,6R)-5-amino-3,6-dimethyl-6-(trifluoromethyl)-3,6-dihydro-2H-1,4-oxazin-3-yl)-4-fluorophenyl)-5-cyano-3-methylpicolinamide

1-Bromo-4-fluorobenzene

1-(5-bromo-2-fluorophenyl)-1-methylethanol

4-bromo-1-fluoro-2-isopropenyl-benzene

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