6-Bromo-2-iodoquinazoline

Base Information

• Chemical Name: 6-Bromo-2-iodoquinazoline
• CAS No.: 882670-93-1
• Molecular Formula: C8H4BrIN2
• Molecular Weight: 334.942
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60582074
• Wikidata: Q72457665
• Mol file: 882670-93-1.mol

Synonyms:6-bromo-2-iodoquinazoline;882670-93-1;6-Bromo-2-iodo-quinazoline;Quinazoline, 6-bromo-2-iodo-;SCHEMBL1517340;DTXSID60582074;LCJJMJFHBCJRDO-UHFFFAOYSA-N;MFCD10000725;AKOS016007207;SB39339;CS-0341773;A842519

Chemical Property of 6-Bromo-2-iodoquinazoline

Chemical Property:

• Vapor Pressure: 4.05E-07mmHg at 25°C
• Refractive Index: 1.757
• Boiling Point: 427.5 °C at 760 mmHg
• Flash Point: 212.4 °C
• PSA: 25.78000
• Density: 2.259g/cm³
• LogP: 2.99690
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 333.86026
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

98%min ^*data from raw suppliers

6-Bromo-2-iodo-quinazoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC(=NC=C2C=C1Br)I

Technology Process of 6-Bromo-2-iodoquinazoline

There total 3 articles about 6-Bromo-2-iodoquinazoline 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: 43.0%

6-bromoquinazolin-2-ylamine (190273-89-3) → 6-bromo-2-iodoquinazoline (882670-93-1)

Guidance literature:

With copper(l) iodide; diiodomethane; isopentyl nitrite; In tetrahydrofuran; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1007/s10593-015-1660-2

Reference yield:

5-bromo-2-fluorobenzaldehyde (93777-26-5) → 6-bromo-2-iodoquinazoline (882670-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NEt(i-Pr)2 / 1-methyl-pyrrolidin-2-one / 150 - 160 °C

1.2: 48 percent / 1-methyl-pyrrolidin-2-one / 150 - 160 °C

2.1: 35 percent / CuI; CH₂I₂; isoamyl nitrite / tetrahydrofuran / 2.5 h / Heating

With copper(l) iodide; diiodomethane; N-ethyl-N,N-diisopropylamine; isopentyl nitrite; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 2.1: Sandmeyer reaction;

DOI:10.1021/jm0605482

Reference yield:

→ 6-bromo-2-iodoquinazoline (882670-93-1)

Guidance literature:

upstream raw materials:

6-bromoquinazolin-2-ylamine

5-bromo-2-fluorobenzaldehyde

Refernces

• 1、 -. "INHIBITOR OF BRUTON'S TYROSINE KINASE". Paragraph 0075-0076. . Retrieved 2021/09/24.
• 2、 -. "COMBINATION THERAPIES WITH IRE1 SMALL MOLECULE INHIBITORS". Paragraph 00220. . Retrieved 2020/12/01.