5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide

Base Information

Chemical Name:5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide
CAS No.:1345175-14-5
Molecular Formula:C₂₆H₂₅N₃O₅S
Molecular Weight:491.568
Hs Code.:

Synonyms:5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide

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Chemical Property of 5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide

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Technology Process of 5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide

There total 7 articles about 5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-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: 15.0%

: 1345174-04-0
5-cyclopropyl-2-(4-fluoro-phenyl)-6-(methanesulfonyl-methyl-amino)-furo[2,3-b]pyridine-3-carboxylic acid methylamide

: 108-95-2,27073-41-2
phenol

: 1345175-14-5
5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide

Guidance literature:: With 18-crown-6 ether; potassium tert-butylate; In dimethyl sulfoxide; at 170 ℃; for 0.166667h; Microwave irradiation;

Reference yield:

: 5154-00-7,59315-47-8
6-amino-pyridin-2-ol

: 1345175-14-5
5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-iodo-succinimide; acetic acid / 1 h

2.1: 1 h / 110 °C

3.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 2 - 20 °C / Inert atmosphere

3.2: 7 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 16 h / 0 - 5 °C

4.2: 0 °C

5.1: potassium carbonate / acetone / 24 h / 60 °C

6.1: sodium carbonate / dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 0.17 h / 120 °C / Microwave irradiation

7.1: 18-crown-6 ether; potassium tert-butylate / dimethyl sulfoxide / 0.17 h / 170 °C / Microwave irradiation

With N-iodo-succinimide; 18-crown-6 ether; potassium tert-butylate; sodium carbonate; potassium carbonate; acetic acid; triethylamine; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium diacetate; In tetrahydrofuran; dimethyl sulfoxide; acetone; toluene;

Reference yield:

: 1345173-96-7
acetic acid 6-diacetylamino-3,5-diiodo-pyridin-2-yl ester

: 1345175-14-5
5-cyclopropyl-N-methyl-6-(N-methylmethylsulfonamido)-2-(4-phenoxyphenyl)furo[2,3-b]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 2 - 20 °C / Inert atmosphere

1.2: 7 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 16 h / 0 - 5 °C

2.2: 0 °C

3.1: potassium carbonate / acetone / 24 h / 60 °C

4.1: sodium carbonate / dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / toluene / 0.17 h / 120 °C / Microwave irradiation

5.1: 18-crown-6 ether; potassium tert-butylate / dimethyl sulfoxide / 0.17 h / 170 °C / Microwave irradiation

With 18-crown-6 ether; potassium tert-butylate; sodium carbonate; potassium carbonate; triethylamine; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium diacetate; In tetrahydrofuran; dimethyl sulfoxide; acetone; toluene;