(R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide

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Chemical Name:(R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide
CAS No.:1398112-68-9
Molecular Formula:C₂₀H₁₇ClFN₅O
Molecular Weight:397.839
Hs Code.:

Synonyms:(R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide

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Chemical Property of (R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide

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Technology Process of (R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide

There total 8 articles about (R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-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: 21.0%

: 86873-60-1
5-chloropicolinic acid

: 1398113-23-9
(R)-3-(5-amino-2-fluorophenyl)-3-methyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1-amine

: 1398112-68-9
(R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide

Guidance literature:: 5-chloropicolinic acid; With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In methanol; at 20 ℃; for 0.0833333h;

(R)-3-(5-amino-2-fluorophenyl)-3-methyl-3,4-dihydropyrrolo[1,2-a]pyrazin-1-amine; In methanol; at 0 - 20 ℃; for 1.5h;

Reference yield:

: 2199-43-1
ethyl 1H-pyrrole-2-carboxylate

: 1398112-68-9
(R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: caesium carbonate / acetonitrile / 0.5 h / 130 °C / microwave irradiation

2.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

3.1: sodium methylate / methanol / 18 h / 60 °C

4.1: dichloromethane / 96 h / 20 °C

5.1: ammonia; ammonium chloride / ethanol / 120 h / 80 °C / sealed tube

6.1: sodium t-butanolate; Benzophenone imine / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 2 h / 100 °C / Inert atmosphere

6.2: 1 h / 20 °C

6.3: 2 h / 20 °C

7.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.08 h / 20 °C

7.2: 1.5 h / 0 - 20 °C

With hydrogenchloride; Benzophenone imine; ammonia; sodium methylate; ammonium chloride; caesium carbonate; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; methanol; ethanol; dichloromethane; toluene; acetonitrile;

Reference yield:

: (R)-3-(tert-butyloxycarbonyl)-4-(5-bromo-2-fluorophenyl)-4-methyl-[1,1,3]oxathiazolidine-2,2-dioxide

: 1398112-68-9
(R)-5-chloro-pyridine-2-carboxylic acid [3-(1-amino-3-methyl-3,4-dihydro-pyrrolo[1,2-a]pyrazin-3-yl)-4-fluoro-phenyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: caesium carbonate / acetonitrile / 0.5 h / 130 °C / microwave irradiation

2.1: hydrogenchloride / 1,4-dioxane / 1.5 h / 20 °C

3.1: sodium methylate / methanol / 18 h / 60 °C

4.1: dichloromethane / 96 h / 20 °C

5.1: ammonia; ammonium chloride / ethanol / 120 h / 80 °C / sealed tube

6.1: sodium t-butanolate; Benzophenone imine / 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 2 h / 100 °C / Inert atmosphere

6.2: 1 h / 20 °C

6.3: 2 h / 20 °C

7.1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / methanol / 0.08 h / 20 °C

7.2: 1.5 h / 0 - 20 °C

With hydrogenchloride; Benzophenone imine; ammonia; sodium methylate; ammonium chloride; caesium carbonate; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; methanol; ethanol; dichloromethane; toluene; acetonitrile;