N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide

Base Information

Chemical Name:N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide
CAS No.:914944-39-1
Molecular Formula:C₁₉H₂₀N₆O
Molecular Weight:348.407
Hs Code.:

Synonyms:N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide

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Chemical Property of N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide

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Technology Process of N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide

There total 21 articles about N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide 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:

: C₂₄H₂₈N₆O₃

: 914944-39-1
N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 2h;

Reference yield:

: 16063-69-7
2,4,6-trichloropyridine

: 914944-39-1
N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide

Guidance literature:: Multi-step reaction with 14 steps

1.1: ethanol / 1.66 - 24 h / 20 - 60 °C

2.1: sulfuric acid; nitric acid / 0.92 h / 0 - 6 °C

3.1: ammonium chloride / iron / water / 2 h / 20 - 90 °C

4.1: ethanol / 15 h / 20 - 80 °C

5.1: ethanol / 3 - 24 h / 82 - 120 °C

6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.58 - 1 h / -78 - -20 °C

6.2: 3.5 - 16 h / -20 - 20 °C

7.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl acetamide / 5 - 8.33 h / 110 - 115 °C

8.1: hydrogenchloride / tetrahydrofuran; water / 0.33 - 0.5 h / 0 - 5 °C

8.2: pH 12

9.1: N-iodo-succinimide / acetonitrile / 2.25 h / 0 °C / Cooling with ethanol-dry ice

10.1: triethylamine / N,N-dimethyl-formamide / 0.42 h / 90 °C

11.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / 80 °C

12.1: ammonia; hydrogen / Raney nickel / ethanol / 18 h / 20 °C

13.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.17 h

13.2: 16 h / 65 °C

14.1: trifluoroacetic acid / dichloromethane / 2 h

With hydrogenchloride; N-iodo-succinimide; sulfuric acid; potassium tert-butylate; ammonia; hydrogen; nitric acid; sodium hexamethyldisilazane; ammonium chloride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 175461-33-3
2,6-dichloro-N-methylpyridine-4-amine

: 914944-39-1
N-[[4-[1,6-dihydro-1-methyl-4-(methylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]-acetamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: sulfuric acid; nitric acid / 0.92 h / 0 - 6 °C

2.1: ammonium chloride / iron / water / 2 h / 20 - 90 °C

3.1: ethanol / 15 h / 20 - 80 °C

4.1: ethanol / 3 - 24 h / 82 - 120 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.58 - 1 h / -78 - -20 °C

5.2: 3.5 - 16 h / -20 - 20 °C

6.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl acetamide / 5 - 8.33 h / 110 - 115 °C

7.1: hydrogenchloride / tetrahydrofuran; water / 0.33 - 0.5 h / 0 - 5 °C

7.2: pH 12

8.1: N-iodo-succinimide / acetonitrile / 2.25 h / 0 °C / Cooling with ethanol-dry ice

9.1: triethylamine / N,N-dimethyl-formamide / 0.42 h / 90 °C

10.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / 80 °C

11.1: ammonia; hydrogen / Raney nickel / ethanol / 18 h / 20 °C

12.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.17 h

12.2: 16 h / 65 °C

13.1: trifluoroacetic acid / dichloromethane / 2 h

With hydrogenchloride; N-iodo-succinimide; sulfuric acid; potassium tert-butylate; ammonia; hydrogen; nitric acid; sodium hexamethyldisilazane; ammonium chloride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; acetonitrile;