((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone

Base Information

• Chemical Name: ((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone
• CAS No.: 1428243-47-3
• Molecular Formula: C₂₅H₂₈N₆O₄S
• Molecular Weight: 508.601
• Mol file: 1428243-47-3.mol

Synonyms:((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone

Chemical Property of ((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone

There total 13 articles about ((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone 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:

morpholine (110-91-8,99108-56-2) + (3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidine-1-carbonyl chloride (1428243-45-1) → ((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone (1428243-47-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; toluene; at 20 ℃; for 16h;

Reference yield:

8-((3R,4S)-4-methylpyrrolidin-3-yl)-3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine (1428243-43-9) → ((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone (1428243-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran; toluene / 3 h / 20 °C

2: triethylamine / tetrahydrofuran; toluene / 16 h / 20 °C

With triethylamine; In tetrahydrofuran; toluene;

Reference yield:

(cis)-ethyl 1-benzyl-4-methylpyrrolidine-3-carboxylate (261896-27-9) → ((3S,4R)-3-methyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)(morpholino)methanone (1428243-47-3)

Guidance literature:

Multi-step reaction with 12 steps

1.1: water; hydrogenchloride / 15 h / Reflux

2.1: sodium hydroxide; hydrogen; hydrogenchloride; 20% palladium hydroxide on charcoal / water / 16 h / 50 °C / 1551.49 Torr / pH Ca. 2.5

3.1: sodium hydroxide / water / pH Ca_. 11

3.2: 6 h / pH Ca_. 10 - Ca_. 12

3.3: pH Ca_. 2 - Ca_. 3

4.1: acetonitrile / 16 h

5.1: hydrogenchloride / water; diethyl ether

5.2: 3 h

6.1: tetrahydrofuran; acetonitrile / 2 h / 0 - 10 °C

6.2: 1.5 h / 10 °C

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h

7.2: 2 h / 0 - 20 °C

8.1: trifluoroacetic acid / dichloromethane / 48 h / 20 °C / Inert atmosphere

9.1: Lawessons reagent / 1,4-dioxane / 15 h / 70 °C / Inert atmosphere

9.2: 15 h / 20 °C

9.3: 1 h / Saturated solution

10.1: hydrogen bromide / acetic acid / 2 h / 20 °C

11.1: triethylamine / tetrahydrofuran; toluene / 3 h / 20 °C

12.1: triethylamine / tetrahydrofuran; toluene / 16 h / 20 °C

With Lawessons reagent; hydrogenchloride; 20% palladium hydroxide on charcoal; water; hydrogen bromide; hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

upstream raw materials:

8-((3R,4S)-4-methylpyrrolidin-3-yl)-3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine

N-(5-(p-toluenesulfonyl)pyrrolo[2,3-b]pyrazin-2-yl)carbamic acid tert-butyl ester

(cis)-ethyl 1-benzyl-4-methylpyrrolidine-3-carboxylate

(cis)-1-(benzyloxycarbonyl)-4-methylpyrrolidine-3-carboxylic acid

Refernces