4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide

Base Information

• Chemical Name: 4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide
• CAS No.: 1271024-69-1
• Molecular Formula: C₂₆H₂₇N₇O₂S
• Molecular Weight: 501.612
• Mol file: 1271024-69-1.mol

Synonyms:4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide

Chemical Property of 4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide

There total 12 articles about 4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide 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: 88.0%

4-amino-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (1271024-67-9) + Benzoyl isothiocyanate (532-55-8) → 4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (1271024-69-1)

Guidance literature:

In acetone; at 20 ℃; for 3h;

Reference yield:

4,6-dichloro-1-methyl-1H-imidazo [4,5-c]pyridine (887147-19-5) → 4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (1271024-69-1)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 3 h / 110 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C

2.2: -78 - 20 °C

3.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 90 °C

4.1: hydrogenchloride / water; tetrahydrofuran / 0.03 h

5.1: N-iodo-succinimide / acetonitrile / 0.83 h / 0 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / ISOPROPYLAMIDE / 6 h / 60 °C / Inert atmosphere

7.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

8.1: sodium hydroxide; water / ethanol / 3 h / 60 °C

9.1: dmap; 4-methyl-morpholine; HATU / acetonitrile / 5.75 h / 20 - 50 °C

10.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C

11.1: acetone / 3 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; dmap; N-iodo-succinimide; water; sodium hexamethyldisilazane; caesium carbonate; HATU; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ISOPROPYLAMIDE; water; N,N-dimethyl-formamide; acetone; acetonitrile;

Reference yield:

tert-butyl 6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl(2,4-dimethoxybenzyl)carbamate (1271024-54-4) → 4-(3-benzoylthioureido)-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (1271024-69-1)

Guidance literature:

Multi-step reaction with 6 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / ISOPROPYLAMIDE / 6 h / 60 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C

3: sodium hydroxide; water / ethanol / 3 h / 60 °C

4: dmap; 4-methyl-morpholine; HATU / acetonitrile / 5.75 h / 20 - 50 °C

5: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C

6: acetone / 3 h / 20 °C

With 4-methyl-morpholine; dmap; water; caesium carbonate; HATU; trifluoroacetic acid; sodium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In ethanol; dichloromethane; ISOPROPYLAMIDE; N,N-dimethyl-formamide; acetone; acetonitrile;

upstream raw materials:

4-amino-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide

Benzoyl isothiocyanate

4,6-dichloro-1-methyl-1H-imidazo [4,5-c]pyridine

tert-butyl 6-amino-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl(2,4-dimethoxybenzyl)carbamate