Methyl 2-bromothiazole-4-carboxylate

Base Information

• Chemical Name: Methyl 2-bromothiazole-4-carboxylate
• CAS No.: 170235-26-4
• Molecular Formula: C5H4BrNO2S
• Molecular Weight: 222.062
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID60376814
• Nikkaji Number: J759.657J
• Wikidata: Q72488862
• ChEMBL ID: CHEMBL5194361
• Mol file: 170235-26-4.mol

Synonyms:Methyl 2-bromothiazole-4-carboxylate;170235-26-4;methyl 2-bromo-1,3-thiazole-4-carboxylate;2-bromothiazole-4-carboxylic acid methyl ester;C5H4BrNO2S;Methyl2-bromothiazole-4-carboxylate;4-Thiazolecarboxylic acid, 2-bromo-, methyl ester;2-bromo-thiazole-4-carboxylic acid methyl ester;MFCD06659908;2-bromidethiazol -4-methyl formate;5-Bromo-thiazole-4-carboxylic acid methyl ester;SCHEMBL595766;CHEMBL5194361;DTXSID60376814;YOWKNNKTQWCYNC-UHFFFAOYSA-N;2-BROMO-1,3-THIAZOLE-4-CARBOXYLIC ACID METHYL ESTER;BCP23491;CS-D0850;AKOS015913951;AB26606;FS-1429;PB41211;SY015458;A3758;AM20090022;FT-0643630;M2615;EN300-1666747;methyl 2-bromothiazole-4-carboxylate, AldrichCPR;J-522467;Q-102481

Chemical Property of Methyl 2-bromothiazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.0104mmHg at 25°C
• Melting Point: 118-122 °C
• Refractive Index: 1.583
• Boiling Point: 263.3 °C at 760 mmHg
• PKA: -1?+-.0.10(Predicted)
• Flash Point: 113 °C
• PSA: 67.43000
• Density: 1.759 g/cm³
• LogP: 1.69220
• Storage Temp.: Keep Cold
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 220.91461
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

97% ^*data from raw suppliers

Methyl 2-Bromothiazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CSC(=N1)Br
• Uses: It is employed as a intermediate for pharmaceutical.

Technology Process of Methyl 2-bromothiazole-4-carboxylate

There total 2 articles about Methyl 2-bromothiazole-4-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: 89.0%

methanol (67-56-1) + ethyl 2-bromothiazole-4-carboxylate (100367-77-9) → 2-bromo-thiazole-4-carboxylic acid methyl ester (170235-26-4)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1016/00404-0399(50)1024C-

Reference yield:

methanol (67-56-1) + 2-bromothiazole-4-carboxylic Acid (5198-88-9) → 2-bromo-thiazole-4-carboxylic acid methyl ester (170235-26-4)

Guidance literature:

With sulfuric acid; for 3h; Reflux;

DOI:10.1021/acsmedchemlett.0c00533

Reference yield: 74.0%

(2,6-difluoro-4-methoxyphenyl)boronic acid (406482-20-0) + 2-bromo-thiazole-4-carboxylic acid methyl ester (170235-26-4) → methyl 2-(2,6-difluoro-4-methoxy-phenyl)thiazole-4-carboxylate (1586045-15-9)

Guidance literature:

With potassium fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; In tetrahydrofuran; water; toluene; at 100 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

methanol

ethyl 2-bromothiazole-4-carboxylate

2-bromothiazole-4-carboxylic Acid

Downstream raw materials:

methyl 2-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-1,3-thiazole-4-carboxylate

2-bromothiazole-4-carboxylic Acid

methyl 2-(3-(4-methoxybenzyloxy)phenyl)thiazole-4-carboxylate

2-bromo-1,3-thiazole-4-carboxamide