2-Amino-4-bromopyrimidine

Base Information

• Chemical Name: 2-Amino-4-bromopyrimidine
• CAS No.: 343926-69-2
• Molecular Formula: C₄H₄BrN₃
• Molecular Weight: 174
• Hs Code.: 29335990
• European Community (EC) Number: 801-604-4
• DSSTox Substance ID: DTXSID60510251
• Wikidata: Q72438960
• Mol file: 343926-69-2.mol

Synonyms:2-Amino-4-bromopyrimidine;4-bromopyrimidin-2-amine;343926-69-2;4-bromo-2-pyrimidinamine;2-Pyrimidinamine, 4-bromo- (9CI);MFCD09999168;2-Pyrimidinamine,4-bromo- (9CI);SCHEMBL2174024;DTXSID60510251;MINURGGJJKMQQQ-UHFFFAOYSA-N;AMY22965;BCP22440;AKOS005072272;CD-0732;CS-W009105;PB13233;SY065597;FT-0648544;EN300-117564;A822212;J-019583;J-514840

Chemical Property of 2-Amino-4-bromopyrimidine

Chemical Property:

• Vapor Pressure: 8.43E-05mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.648
• Boiling Point: 340.7 °C at 760 mmHg
• PKA: 3.55±0.10(Predicted)
• Flash Point: 159.9 °C
• PSA: 51.80000
• Density: 1.844 g/cm³
• LogP: 1.40250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 172.95886
• Heavy Atom Count: 8
• Complexity: 77.7

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-bromopyrimidine ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/37/38
• Safety Statements: 26-36/37-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N=C1Br)N
• Uses: It is used as a pharmaceutical intermediate. It is also an important organic intermediate used in agrochemicals, pharmaceuticals and dyestuff fields.

Technology Process of 2-Amino-4-bromopyrimidine

There total 2 articles about 2-Amino-4-bromopyrimidine 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: 54.6%

2,4-dibromo-pyrimidine (3921-01-5) → 2-amino-4-bromopyrimidine (343926-69-2)

Guidance literature:

With ammonium hydroxide; at 25 ℃; for 16h; Temperature;

Reference yield: 16.0%

isocytosine (108-53-2,145358-63-0,674-97-5,176772-97-7) → 2-amino-4-bromopyrimidine (343926-69-2)

Guidance literature:

With phosphorus(V) oxybromide; at 20 - 135 ℃; for 2h;

Reference yield:

2-amino-4-bromopyrimidine (343926-69-2) + (S)-tert-butyl (1-(3-bromophenylsulfonamido)-4-methyl-1-oxopentan-2-yl)carbamate + bis(pinacol)diborane (73183-34-3) → C21H29N5O5S

Guidance literature:

(S)-tert-butyl (1-(3-bromophenylsulfonamido)-4-methyl-1-oxopentan-2-yl)carbamate; bis(pinacol)diborane; With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate; In 1,4-dioxane; at 110 ℃; for 17h; Inert atmosphere;

2-amino-4-bromopyrimidine; With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; sodium carbonate; In 1,4-dioxane; water; at 110 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.7b00374

upstream raw materials:

isocytosine

2,4-dibromo-pyrimidine

Refernces

• 1、 -. "Preparation method of 2-amio-4-bromine pyrimidine". Paragraph 0040; 0041; 0042; 0043; 0044. . Retrieved 2017/08/29.