N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(hydroxy)methyl)-2,4-difluorophenyl)propane-1-sulfonamide

Base Information

• Chemical Name: N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(hydroxy)methyl)-2,4-difluorophenyl)propane-1-sulfonamide
• CAS No.: 1021854-28-3
• Molecular Formula: C17H16ClF2N3O3S
• Molecular Weight: 415.848
• DSSTox Substance ID: DTXSID20705429
• Nikkaji Number: J3.107.436C
• Mol file: 1021854-28-3.mol

Synonyms:1021854-28-3;N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(hydroxy)methyl)-2,4-difluorophenyl)propane-1-sulfonamide;N-[3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxymethyl]-2,4-difluorophenyl]propane-1-sulfonamide;N-{3-[(5-Chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(hydroxy)methyl]-2,4-difluorophenyl}propane-1-sulfonamide;DTXSID20705429;C14011;N-[2,4-Difluoro-3-[5-chloro-1H-pyrrolo[2,3-b]pyridine-3-yl(hydroxy)methyl]phenyl]-1-propanesulfonamide

Chemical Property of N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(hydroxy)methyl)-2,4-difluorophenyl)propane-1-sulfonamide

Chemical Property:

• PKA: 7.45±0.10(Predicted)
• PSA: 103.46000
• Density: 1.559±0.06 g/cm3(Predicted)
• LogP: 4.88170
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 415.0568966
• Heavy Atom Count: 27
• Complexity: 609

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCS(=O)(=O)NC1=C(C(=C(C=C1)F)C(C2=CNC3=C2C=C(C=N3)Cl)O)F

Technology Process of N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(hydroxy)methyl)-2,4-difluorophenyl)propane-1-sulfonamide

There total 3 articles about N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)(hydroxy)methyl)-2,4-difluorophenyl)propane-1-sulfonamide 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%

5-chloro-1H-pyrrolo[2,3-b]pyridine (866546-07-8) + N-(2,4-difluoro-3-formylphenyl)propane-1-sulfonamide (918523-58-7) → N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridine-3-yl)(hydroxyl)methyl)2,4-difluorophenyl)propane-1-sulfonamide (1021854-28-3)

Guidance literature:

With potassium carbonate; In methanol; water; at 130 ℃; for 0.5h; Microwave irradiation;

DOI:10.1016/j.tetlet.2012.05.137

Reference yield:

2,4-difluorophenylamine (367-25-9,76563-56-9) → N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridine-3-yl)(hydroxyl)methyl)2,4-difluorophenyl)propane-1-sulfonamide (1021854-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; dmap / dichloromethane / 0.5 h / 100 °C / Microwave irradiation

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 - 0 °C / Inert atmosphere

2.2: 1.5 h / -78 - 110 °C / Microwave irradiation

3.1: potassium carbonate / methanol; water / 0.5 h / 130 °C / Microwave irradiation

With pyridine; dmap; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1016/j.tetlet.2012.05.137

Reference yield:

N-(3,5-difluorophenyl)propane-1-sulfonamide (918523-57-6) → N-(3-((5-chloro-1H-pyrrolo[2,3-b]pyridine-3-yl)(hydroxyl)methyl)2,4-difluorophenyl)propane-1-sulfonamide (1021854-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -78 - 0 °C / Inert atmosphere

1.2: 1.5 h / -78 - 110 °C / Microwave irradiation

2.1: potassium carbonate / methanol; water / 0.5 h / 130 °C / Microwave irradiation

With potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.tetlet.2012.05.137

upstream raw materials:

5-chloro-1H-pyrrolo[2,3-b]pyridine

N-(2,4-difluoro-3-formylphenyl)propane-1-sulfonamide

N-(3,5-difluorophenyl)propane-1-sulfonamide

2,4-difluorophenylamine

Downstream raw materials:

N-(3-(5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonoamide