5-Bromo-6-methoxy-1H-indazole

Base Information

• Chemical Name: 5-Bromo-6-methoxy-1H-indazole
• CAS No.: 152626-78-3
• Molecular Formula: C₈H₇BrN₂O
• Molecular Weight: 227.06
• Hs Code.: 2933990090
• European Community (EC) Number: 802-705-6
• ChEMBL ID: CHEMBL4845879
• DSSTox Substance ID: DTXSID30570923
• Wikidata: Q72446183
• Mol file: 152626-78-3.mol

Synonyms:5-Bromo-6-methoxy-1H-indazole;152626-78-3;5-BROMO-6-METHOXY (1H)INDAZOLE;CHEMBL4845879;MFCD11007880;SCHEMBL1542113;SCHEMBL22836156;DTXSID30570923;BCP27557;CS-D0843;BDBM50578099;AKOS005258431;FS-3390;PB23842;AC-23609;SY014183;5-Bromo-6-methoxy-1H-indazole, AldrichCPR;AM20030042;EN300-3218794;A809330;W-205731

Chemical Property of 5-Bromo-6-methoxy-1H-indazole

Chemical Property:

• Vapor Pressure: 3.78E-05mmHg at 25°C
• Refractive Index: 1.677
• Boiling Point: 363.4 °C at 760 mmHg
• PKA: 13.03±0.40(Predicted)
• Flash Point: 173.6 °C
• PSA: 37.91000
• Density: 1.678g/cm³
• LogP: 2.33400
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 225.97418
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-6-methoxy-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=NNC2=C1)Br
• Uses: 5-bromo-6-methoxy-1H-indazole is a useful chemical for organic synthesis and reactions.

Technology Process of 5-Bromo-6-methoxy-1H-indazole

There total 6 articles about 5-Bromo-6-methoxy-1H-indazole 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: 94.0%

5-bromo-2-fluoro-4-methoxybenzaldehyde (473417-48-0) → 5-bromo-6-methoxy-1H-indazole (152626-78-3)

Guidance literature:

5-bromo-2-fluoro-4-methoxybenzaldehyde; With hydroxylamine hydrochloride; potassium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 1h;

With hydrazine hydrate; In 1,2-dimethoxyethane; ISOPROPYLAMIDE; at 150 ℃;

Reference yield: 43.0%

4-bromo-5-methoxy-2-methylbenzenediazonium tetrafluoroborate (1613504-76-9) → 5-bromo-6-methoxy-1H-indazole (152626-78-3)

Guidance literature:

With 18-crown-6 ether; potassium acetate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm401986p

Reference yield: 37.0%

4-bromo-5-methoxy-2-methylaniline (152626-77-2) → 5-bromo-6-methoxy-1H-indazole (152626-78-3)

Guidance literature:

4-bromo-5-methoxy-2-methylaniline; With tert.-butylnitrite; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 18h;

With 18-crown-6 ether; potassium acetate; In dichloromethane; at 20 ℃; for 5h;

upstream raw materials:

2-fluoro-4-methoxy-benzaldehyde

5-bromo-2-fluoro-4-methoxybenzaldehyde

4-bromo-5-methoxy-2-methylbenzenediazonium tetrafluoroborate

4-bromo-5-methoxy-2-methylaniline

Downstream raw materials:

C₂₀H₁₉F₃N₂O₂

6-cyclopropyl-5-(2-(trifluoromethyl)phenyl)-1H-indazole

6-methoxy-5-(2-(trifluoromethyl)phenyl)-1H-indazole

1-(tetrahydro-2H-pyran-2-yl)-5-(2-(trifluoromethyl)phenyl)-1H-indazol-6-ol

Refernces

• 1、 Rooney, Lisa,Vidal, Agnès,D'Souza, Anne-Marie,Devereux, Nick,Masick, Brian,Boissel, Valerie,West, Ryan,Head, Victoria,Stringer, Rowan,Lao, Jianmin,Petrus, Matt J.,Patapoutian, Ardem,Nash, Mark,Stoakley, Natalie,Panesar, Moh,Verkuyl, J. Martin,Schumacher, Andrew M.,Petrassi, H. Michael,Tully, David C.. "Discovery, optimization, and biological evaluation of 5-(2- (trifluoromethyl)phenyl)indazoles as a novel class of transient receptor potential A1 (TRPA1) antagonists". supporting information. p. 5129 - 5140. Retrieved 2014/07/08.
• 2、 -. "Arylindazoles and their use as herbicides". . . Retrieved 2008/06/13.