N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide

Base Information

Chemical Name:N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide
CAS No.:1616388-15-8
Molecular Formula:C₁₉H₁₆IN₅O₃S
Molecular Weight:521.338
Hs Code.:

Synonyms:N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide

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Chemical Property of N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide

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Technology Process of N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide

There total 6 articles about N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-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: 21.0%

: 1616388-14-7
1-(benzenesulfonyl)-2-iodo-pyrrolo[2,3-b]pyridin-5-amine hydrochloric acid salt

: 89831-40-3
3,4-dimethyl-2H-pyrazole-5-carboxylic acid

: 1616388-15-8
N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide

Guidance literature:: 3,4-dimethyl-2H-pyrazole-5-carboxylic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 2h;

1-(benzenesulfonyl)-2-iodo-pyrrolo[2,3-b]pyridin-5-amine hydrochloric acid salt; In tetrahydrofuran; acetonitrile; at 40 ℃;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1616388-15-8
N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 2.5 h / 0 °C

1.2: 20 °C

2.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / Inert atmosphere; Reflux

3.1: tert.-butyl lithium / tetrahydrofuran / -78 - -20 °C

3.2: 20 °C

4.1: hydrogenchloride / 1,4-dioxane; acetonitrile / 4 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / acetonitrile / 2 h / 20 °C

5.2: 40 °C

With hydrogenchloride; tert.-butyl lithium; palladium diacetate; sodium hydride; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; acetonitrile; mineral oil;

Reference yield:

: 1001070-33-2
1-(benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1616388-15-8
N-[1-(benzenesulfonyl)-2-iodopyrrolo[2,3-b]pyridin-5-yl]-4,5-dimethyl-1H-pyrazole-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate / 1,4-dioxane / Inert atmosphere; Reflux

2.1: tert.-butyl lithium / tetrahydrofuran / -78 - -20 °C

2.2: 20 °C

3.1: hydrogenchloride / 1,4-dioxane; acetonitrile / 4 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / acetonitrile / 2 h / 20 °C

4.2: 40 °C

With hydrogenchloride; tert.-butyl lithium; palladium diacetate; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; acetonitrile;