(6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester

Base Information

Chemical Name:(6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester
CAS No.:1313525-77-7
Molecular Formula:C₂₃H₂₅BrFN₅O₄
Molecular Weight:534.385
Hs Code.:

Synonyms:(6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester

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Chemical Property of (6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester

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Technology Process of (6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester

There total 12 articles about (6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester 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:

: 30766-11-1
5-bromoisonicotinic acid

: 1313525-76-6
[6-(5-amino-2-fluorophenyl)-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl]carbamic acid tert-butyl ester

: 1313525-77-7
(6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; Cooling with ice;

Reference yield:

: 198477-89-3
1-(5-bromo-2-fluorophenyl)ethan-1-one

: 1313525-77-7
(6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: ammonium hydroxide; ammonium chloride / water / 20 °C

1.2: Reflux

2.1: hydrogenchloride; water / Reflux

3.1: sodium hydroxide / water

4.1: thionyl chloride / -10 °C

4.2: 18 h / Reflux

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / -5 °C

6.1: ethanol / 1.5 h / 50 °C

7.1: Lawessons reagent / tetrahydrofuran / 2 h / 50 °C

8.1: tert.-butylhydroperoxide; ammonium hydroxide / water; tetrahydrofuran; methanol / 40 °C

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane; tetrahydrofuran

10.1: sodium azide / copper(l) iodide; sodium L-ascorbate; (±)-N,N-dimethyl-trans-1,2-diaminocyclohexane / ethanol; water / 2 h / 45 °C / Inert atmosphere

11.1: hydrogen / palladium 10% on activated carbon / ethanol

12.1: 1-hydroxy-7-aza-benzotriazole; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Cooling with ice

With Lawessons reagent; hydrogenchloride; tert.-butylhydroperoxide; ammonium hydroxide; thionyl chloride; sodium azide; 1-hydroxy-7-aza-benzotriazole; water; hydrogen; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; copper(l) iodide; palladium 10% on activated carbon; (±)-N,N-dimethyl-trans-1,2-diaminocyclohexane; sodium L-ascorbate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

Reference yield:

: 1266784-23-9
(RS)-2-amino-2-(5-bromo-2-fluoro-phenyl)-propionic acid

: 1313525-77-7
(6-{5-[(5-bromopyridine-2-carbonyl)amino]-2-fluorophenyl}-4,6-dimethyl-5-oxo-3,4,5,6-tetrahydropyrazin-2-yl)carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: thionyl chloride / -10 °C

1.2: 18 h / Reflux

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / -5 °C

3.1: ethanol / 1.5 h / 50 °C

4.1: Lawessons reagent / tetrahydrofuran / 2 h / 50 °C

5.1: tert.-butylhydroperoxide; ammonium hydroxide / water; tetrahydrofuran; methanol / 40 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane; tetrahydrofuran

7.1: sodium azide / copper(l) iodide; sodium L-ascorbate; (±)-N,N-dimethyl-trans-1,2-diaminocyclohexane / ethanol; water / 2 h / 45 °C / Inert atmosphere

8.1: hydrogen / palladium 10% on activated carbon / ethanol

9.1: 1-hydroxy-7-aza-benzotriazole; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / Cooling with ice

With Lawessons reagent; tert.-butylhydroperoxide; ammonium hydroxide; thionyl chloride; sodium azide; 1-hydroxy-7-aza-benzotriazole; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) iodide; palladium 10% on activated carbon; (±)-N,N-dimethyl-trans-1,2-diaminocyclohexane; sodium L-ascorbate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;