5-Bromo-2-chloro-4-methoxypyrimidine

Base Information

• Chemical Name: 5-Bromo-2-chloro-4-methoxypyrimidine
• CAS No.: 57054-92-9
• Molecular Formula: C5H4BrClN2O
• Molecular Weight: 223.457
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID70394802
• Nikkaji Number: J2.324.688K
• Wikidata: Q72452962
• Mol file: 57054-92-9.mol

Synonyms:5-bromo-2-chloro-4-methoxypyrimidine;57054-92-9;Pyrimidine, 5-bromo-2-chloro-4-methoxy-;MFCD03001373;Pyrimidine,5-bromo-2-chloro-4-methoxy;SCHEMBL458331;DTXSID70394802;ZPPORMCRNCNFGX-UHFFFAOYSA-N;STL227843;2-Chloro-4-methoxy-5-bromopyrimidine;AKOS002287602;CS-W004980;PB12272;PS-4928;BL006673;PD057210;SY022512;5-Bromo-2-chloro-4-(methyloxy)pyrimidine;AM20100400;FT-0647194;EN300-68538;A869773;J-516894

Chemical Property of 5-Bromo-2-chloro-4-methoxypyrimidine

Chemical Property:

• Vapor Pressure: 0.00049mmHg at 25°C
• Melting Point: 73-75 °C(Solv: hexane (110-54-3))
• Refractive Index: 1.565
• Boiling Point: 323.6 °C at 760 mmHg
• PKA: -1.35±0.29(Predicted)
• Flash Point: 149.5 °C
• PSA: 35.01000
• Density: 1.745 g/cm³
• LogP: 1.90110
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 221.91955
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2-chloro-4-methoxypyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=NC=C1Br)Cl
• Description: 5-bromo-2-chloro-4-Methoxypyrimidine is a building block used in the chemical synthesis of halogenated heterocycles.

Technology Process of 5-Bromo-2-chloro-4-methoxypyrimidine

There total 2 articles about 5-Bromo-2-chloro-4-methoxypyrimidine 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: 93.0%

2,4-dichloro-5-bromopyrimidine (36082-50-5) + sodium methylate (124-41-4) → 5-bromo-2-chloro-4-methoxypyrimidine (57054-92-9)

Guidance literature:

With methanol; at 20 ℃; for 4h;

Reference yield:

→ 5-bromo-2-chloro-4-methoxypyrimidine (57054-92-9)

Guidance literature:

5-Brom-2.4-dichlorpyrimidin (1), NaOMe/MeOH (S. 1022);

Reference yield: 86.0%

(4'-fluoro-2-methyl-[1,1'-biphenyl]-3-yl)methanol + 5-bromo-2-chloro-4-methoxypyrimidine (57054-92-9) → 5-bromo-2-((4'-fluoro-2-methyl-[1,1'-biphenyl]-3-yl)methoxy)-4-methoxypyrimidine

Guidance literature:

(4'-fluoro-2-methyl-[1,1'-biphenyl]-3-yl)methanol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

5-bromo-2-chloro-4-methoxypyrimidine; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 4h;

upstream raw materials:

2,4-dichloro-5-bromopyrimidine

sodium methylate

Downstream raw materials:

2-chloro-4-methoxy-5-phenylpyrimidine

4-methoxy-2,5-diphenylpyrimidine

(5-bromo-4-methoxy-pyrimidin-2-yl)-dimethyl-amine

4-methoxypyrimidine

Refernces

• 1、 Tong, Lexian,Song, Pinrao,Jiang, Kailong,Xu, Lei,Jin, Tingting,Wang, Peipei,Hu, Xiaobei,Fang, Sui,Gao, Anhui,Zhou, Yubo,Liu, Tao,Li, Jia,Hu, Yongzhou. "Discovery of (R)-5-((5-(1-methyl-1H-pyrazol-4-yl)-4-(methylamino)pyrimidin-2-yl)amino)-3-(piperidin-3-yloxy)picolinonitrile, a novel CHK1 inhibitor for hematologic malignancies". . p. 44 - 62. Retrieved 2019/04/17.
• 2、 -. "2-polysubstituted aromatic ring-pyrimidine derivative and preparation and medical application". Paragraph 0299; 0303; 0304; 0305. . Retrieved 2017/05/20.