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

Base Information

• Chemical Name: N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide
• CAS No.: 918504-27-5
• Molecular Formula: C17H14BrF2N3O3S
• Molecular Weight: 458.283
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID30475207
• Wikidata: Q72512365
• Mol file: 918504-27-5.mol

Synonyms:918504-27-5;N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide;B-Raf IN 11;ZINC72115182;N-[3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]propane-1-sulfonamide;1-Propanesulfonamide, N-[3-[(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl]-;EC 806-749-7;1-Propanesulfonamide, N-(3-((5-bromo-1H-pyrrolo(2,3-b)pyridin-3-yl)carbonyl)-2,4-difluorophenyl)-;1-propanesulfonamide,n-(3-((5-bromo-1h-pyrrolo[2,3-b]pyridin-3-yl)carbonyl)-2,4-difluorophenyl)-;1-Propanesulfonamide,N-[3-[(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]-2,4-difluorophenyl]-;SCHEMBL294160;DTXSID30475207;TVFGCDQPUZGXMQ-UHFFFAOYSA-N;BCP12307;CS-M1934;MFCD18207768;AKOS015994771;LE-0047;AC-26960;HY-77113;FT-0760236;F18814;A860213;propane-1-sulfonic acid [3-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-carbonyl)-2,4-difluoro-phenyl]-amide;propane-1-sulfonic acid [3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]-amide;propane-1-sulfonic acid [3-(5-bromo-1h-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]amide;Propane-1-sulfonic acid [3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]amide;propane-1-sulfonic acid[3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]-amide

Chemical Property of N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide

Chemical Property:

• Boiling Point: 634.243 °C at 760 mmHg
• PKA: 6.19±0.10(Predicted)
• Flash Point: 337.378 °C
• PSA: 100.30000
• Density: 1.689 g/cm³
• LogP: 5.14010
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 456.99073
• Heavy Atom Count: 27
• Complexity: 648

Purity/Quality:

99.9% ^*data from raw suppliers

Propane-1-sulfonic acid [3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]amide, 95+% ^*data from reagent 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(=O)C2=CNC3=C2C=C(C=N3)Br)F

Technology Process of N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide

There total 21 articles about N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-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: 85.0%

2,6-difluoro-3-(propane-1-sulfonylamino)benzoic acid (1103234-56-5) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → N-[3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]propane-1-sulfonamide (918504-27-5)

Guidance literature:

5-bromo-1H-pyrrolo[2,3-b]pyridine; With aluminum (III) chloride; In dichloromethane; for 1h;

2,6-difluoro-3-(propane-1-sulfonylamino)benzoic acid; With oxalyl dichloride; In dichloromethane; at 40 ℃; for 6h;

DOI:10.1016/j.ejmech.2020.112901

Reference yield: 54.1%

propane-1-sulfonic acid {3-[(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2-fluoro-phenyl}-amide → N-[3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]propane-1-sulfonamide (918504-27-5)

Guidance literature:

With Dess-Martin periodane; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h; Product distribution / selectivity;

Reference yield: 50.0%

n-propanesulfonyl chloride (10147-36-1) + (3-amino-2,6-difluorophenyl)-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone (1312941-98-2) → N-[3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]propane-1-sulfonamide (918504-27-5)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; Inert atmosphere;

upstream raw materials:

2,6-difluoro-3-(propylsulfonamido)benzoyl chloride

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

n-propanesulfonyl chloride

(3-amino-2,6-difluorophenyl)-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanone

Downstream raw materials:

propane-1-sulfonic acid {2,4-difluoro-3-[5-(2-methoxy-pyrimidin-5-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]phenylamide}

propane-1-sulfonic acid {3-[5-(6-chloro-pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluoro-phenyl}-amide

propane-1-sulfonic acid {3-[5-bromo-1-(2,6-dichlorobenzoyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluorophenyl}amide

4-(4-{3-[2,6-difluoro-3-(propane-1-sulfonylamino)-benzoyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-pyrazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester