Tert-butyl 3-(bromomethyl)-1H-indazole-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-(bromomethyl)-1H-indazole-1-carboxylate
• CAS No.: 174180-42-8
• Molecular Formula: C13H15BrN2O2
• Molecular Weight: 311.178
• Hs Code.: 2933990090
• European Community (EC) Number: 807-837-8
• Nikkaji Number: J2.351.639J
• Mol file: 174180-42-8.mol

Synonyms:174180-42-8;TERT-BUTYL 3-(BROMOMETHYL)-1H-INDAZOLE-1-CARBOXYLATE;1-Boc-3-(bromomethyl)-1H-indazole;Tert-butyl 3-(bromomethyl)indazole-1-carboxylate;1H-Indazole-1-carboxylicacid,3-(broMoMethyl)-,1,1-diMethylethylester;1H-INDAZOLE-1-CARBOXYLIC ACID, 3-(BROMOMETHYL)-, 1,1-DIMETHYLETHYL ESTER;3-(Bromomethyl)-1H-indazole, N1-BOC protected;SCHEMBL3347471;AMY4939;UKADXNQNCAFGTF-UHFFFAOYSA-N;ZGA18042;MFCD10696844;AKOS016015620;PB26561;AS-50713;3-Bromomethyl-1-tert-butoxycarbonyl indazole;CS-0048372;FT-0743471;N-tert-butoxycarbonyl-3-bromomethyl-indazole;EN300-301686;P10940;3-bromomethyl-1-tert-butoxycarbonyl-1H-indazole;A881713;t-Butyl 3-(bromomethyl)-1H-indazole-1-carboxylate;1-(tert-Butyloxycarbonyl)-3-(bromomethyl)-1H-indazole;3-bromomethyl-indazole-1-carboxylic acid tert-butyl ester;TERT-BUTYL3-(BROMOMETHYL)-1H-INDAZOLE-1-CARBOXYLATE

Chemical Property of Tert-butyl 3-(bromomethyl)-1H-indazole-1-carboxylate

Chemical Property:

• Boiling Point: 400.326 °C at 760 mmHg
• Flash Point: 195.91 °C
• PSA: 44.12000
• Density: 1.418 g/cm³
• LogP: 3.71440
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 310.03169
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

97% ^*data from raw suppliers

1-Boc-3-(bromomethyl)-1H-indazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C2=CC=CC=C2C(=N1)CBr

Technology Process of Tert-butyl 3-(bromomethyl)-1H-indazole-1-carboxylate

There total 10 articles about Tert-butyl 3-(bromomethyl)-1H-indazole-1-carboxylate 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: 62.1%

tert-butyl 3-(hydroxymethyl)-1H-indazole-1-carboxylate (882188-87-6) → 2-methyl-2-propanyl 3-(bromomethyl)-1H-indazole-1-carboxylate (174180-42-8)

Guidance literature:

With phosphorus tribromide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2019.111864

Reference yield: 61.0%

2-methyl-2-propanyl 3-methyl-1H-indazole-1-carboxylate (174180-72-4) → 3-(dibromomethyl)-1-(tert-butoxycarbonyl)-3-methylindazole + 2-methyl-2-propanyl 3-(bromomethyl)-1H-indazole-1-carboxylate (174180-42-8)

Guidance literature:

With N-Bromosuccinimide; 3-chloro-benzenecarboperoxoic acid; In tetrachloromethane; for 6.5h; Heating;

DOI:10.1016/j.tet.2006.05.061

Reference yield: 60.0%

2-methyl-2-propanyl 3-methyl-1H-indazole-1-carboxylate (174180-72-4) → 2-methyl-2-propanyl 3-(bromomethyl)-1H-indazole-1-carboxylate (174180-42-8)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; for 4.5h; Heating;

DOI:10.1021/jm970265x

upstream raw materials:

2-methyl-2-propanyl 3-methyl-1H-indazole-1-carboxylate

di-tert-butyl dicarbonate

3-methyl-1H-indazole

2'-Fluoroacetophenone

Downstream raw materials:

N-(2,2-diethoxyethyl)-N-phenyl 2-(1-tert-butyloxycarbonyl-1H-indazol-3-ylmethyl)malonamide

2-[3-(1-tert-butoxycarbonyl-1H-indazol-3-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-N-isopropyl-N-phenyl-acetamide

methyl 3-[[2,2-bis(ethyloxy)ethyl](phenyl)amino]-2-(1H-indazol-3-ylmethyl)-3-oxopropanoate