5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate

Base Information

Chemical Name:5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate
CAS No.:1271948-79-8
Molecular Formula:CH₂O₂*C₁₈H₁₈ClFN₄OS
Molecular Weight:438.91
Hs Code.:

Synonyms:5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate

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Chemical Property of 5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate

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Technology Process of 5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate

There total 10 articles about 5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate 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:

: 86873-60-1
5-chloropicolinic acid

: 64-18-6
formic acid

: 1271949-75-7
[(S)-4-(5-amino-2-fluoro-phenyl)-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-2-yl]-carbamic acid tert-butyl ester

: 1271948-79-8
5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate

Guidance literature:: 5-chloropicolinic acid; [(S)-4-(5-amino-2-fluoro-phenyl)-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-2-yl]-carbamic acid tert-butyl ester; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 22 ℃; for 2h;

formic acid;

Reference yield:

: 1271949-67-7
(S)-3-(2-fluoro-5-nitro-phenyl)-3-isothiocyanato-pentan-1-ol

: 1271948-79-8
5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate

Guidance literature:: Multi-step reaction with 5 steps

1: N,N-dimethyl-formamide; thionyl chloride / toluene / 3 h / 80 °C

2: ammonia / water; tetrahydrofuran / 6 h / 20 °C / Cooling

3: triethylamine / dichloromethane / 10 h / 22 °C

4: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 1551.49 Torr

5: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 22 °C

With thionyl chloride; ammonia; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 446-22-0
1-(2-fluorophenyl)propan-1-one

: 1271948-79-8
5-chloro-pyridine-2-carboxylic acid [3-((S)-2-amino-4-ethyl-5,6-dihydro-4H-[1,3]thiazin-4-yl)-4-fluoro-phenyl]-amide formate

Guidance literature:: Multi-step reaction with 11 steps

1.1: nitric acid; sulfuric acid / -20 - -15 °C

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / 3 h / 20 - 70 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 0.5 h

3.3: 1 h / -78 °C

4.1: hydrogenchloride / 1,4-dioxane / 15 h / 90 °C

5.1: borane-THF / tetrahydrofuran / 30 h / 20 °C

5.2: pH 9

6.1: potassium carbonate / toluene; water / 0.5 h / Cooling

7.1: N,N-dimethyl-formamide; thionyl chloride / toluene / 3 h / 80 °C

8.1: ammonia / water; tetrahydrofuran / 6 h / 20 °C / Cooling

9.1: triethylamine / dichloromethane / 10 h / 22 °C

10.1: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 1551.49 Torr

11.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 22 °C

With hydrogenchloride; titanium(IV) tetraethanolate; thionyl chloride; borane-THF; sulfuric acid; ammonia; hydrogen; nitric acid; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; HATU; lithium diisopropyl amide; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;