(S)-N-(3-(2-amino-4,6-dimethyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Base Information

Chemical Name:(S)-N-(3-(2-amino-4,6-dimethyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide
CAS No.:1310877-10-1
Molecular Formula:C₁₉H₁₆FN₅O₂
Molecular Weight:365.367
Hs Code.:

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

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

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

There total 14 articles about (S)-N-(3-(2-amino-4,6-dimethyl-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: 48.0%

: 1310877-36-1
(S)-N-(3-(2-(bis(2,4-dimethoxybenzyl)amino)-4,6-dimethyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

: 1310877-10-1
(S)-N-(3-(2-amino-4,6-dimethyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Guidance literature:: With methoxybenzene; trifluoroacetic acid; In water; ethyl acetate; at 80 ℃; for 17h;
DOI:10.1021/acs.jmedchem.8b00002

Reference yield:

: 1310877-28-1
N-(3-((S)-2-(((R)-tert-butylsulfinyl)amino)-4-methylpent-4-en-2-yl)-4-fluorophenyl)-2,2,2-trifluoroacetamide

: 1310877-10-1
(S)-N-(3-(2-amino-4,6-dimethyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Guidance literature:: Multi-step reaction with 9 steps

1: triethylamine; ozone / dichloromethane / 1 h / -78 °C / Cooling with acetone-dry ice; Inert atmosphere

2: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C

3: potassium carbonate / ethyl acetate; toluene / 1 h / 0 °C / Cooling with ice

4: tetrahydrofuran / 16 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 20 °C

6: N-ethyl-N,N-diisopropylamine / acetonitrile / 48 h / Reflux

7: potassium carbonate; water / tetrahydrofuran / 20 h / 40 °C

8: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 23 h / 20 °C

9: trifluoroacetic acid / methoxybenzene / 15 h / 80 °C

With hydrogenchloride; water; potassium carbonate; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; methoxybenzene; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1310877-29-2
N-(3-((S)-2-(((R)-tert-butylsulfinyl)amino)-4-oxopentan-2-yl)-4-fluorophenyl)-2,2,2-trifluoroacetamide

: 1310877-10-1
(S)-N-(3-(2-amino-4,6-dimethyl-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-cyanopicolinamide

Guidance literature:: Multi-step reaction with 8 steps

1: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 20 °C

2: potassium carbonate / ethyl acetate; toluene / 1 h / 0 °C / Cooling with ice

3: tetrahydrofuran / 16 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / acetonitrile / 48 h / Reflux

6: potassium carbonate; water / tetrahydrofuran / 20 h / 40 °C

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 23 h / 20 °C

8: trifluoroacetic acid / methoxybenzene / 15 h / 80 °C

With hydrogenchloride; water; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; ethyl acetate; methoxybenzene; N,N-dimethyl-formamide; toluene; acetonitrile;