4-(Benzyloxy)-2-chloropyrimidine

Base Information

• Chemical Name: 4-(Benzyloxy)-2-chloropyrimidine
• CAS No.: 108381-28-8
• Molecular Formula: C11H9ClN2O
• Molecular Weight: 220.658
• Hs Code.: 2933599090
• European Community (EC) Number: 681-233-0
• DSSTox Substance ID: DTXSID60568752
• Wikidata: Q72442192
• Mol file: 108381-28-8.mol

Synonyms:4-(benzyloxy)-2-chloropyrimidine;108381-28-8;4-BENZYLOXY-2-CHLOROPYRIMIDINE;2-chloro-4-phenylmethoxypyrimidine;MFCD06798233;Pyrimidine, 2-chloro-4-(phenylmethoxy)-;SCHEMBL1163924;DTXSID60568752;SNCGVIVLUWJDQN-UHFFFAOYSA-N;AMY36405;2-chloranyl-4-phenylmethoxy-pyrimidine;AKOS005256971;CS-W013133;SB60647;DS-14488;SY144074;4-benzyloxy-2-chloropyrimidine, AldrichCPR;C71311;EN300-120461;A801868;J-513644

Chemical Property of 4-(Benzyloxy)-2-chloropyrimidine

Chemical Property:

• Vapor Pressure: 7.57E-06mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 387 °C at 760 mmHg
• PKA: 0.06±0.20(Predicted)
• Flash Point: 187.9 °C
• PSA: 35.01000
• Density: 1.278g/cm³
• LogP: 2.70900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 220.0403406
• Heavy Atom Count: 15
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

4-(Benzyloxy)-2-chloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=NC(=NC=C2)Cl

Technology Process of 4-(Benzyloxy)-2-chloropyrimidine

There total 3 articles about 4-(Benzyloxy)-2-chloropyrimidine 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: 83.0%

2,6-Dichloropyrimidine (3934-20-1) + benzyl alcohol (100-51-6,185532-71-2) → 4-(benzyloxy)-2-chloropyrimidine (108381-28-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00615

Reference yield: 53.0%

2,6-Dichloropyrimidine (3934-20-1) + benzyl alcohol (100-51-6,185532-71-2) → 4-(benzyloxy)-2-chloropyrimidine (108381-28-8) + 2-(benzyloxy)-4-chloropyrimidine

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(01)80481-6

Reference yield:

→ 4-(benzyloxy)-2-chloropyrimidine (108381-28-8)

Guidance literature:

2,4-Dichlorpyrimidin (nach J.Chem.Soc. 1955, 855) (S.1154);

DOI:10.1021/jm00312a010

upstream raw materials:

2,6-Dichloropyrimidine

benzyl alcohol

Downstream raw materials:

4-benzyloxy-2-dimethylaminopyrimidine

Refernces

• 1、 -. "COMPOUNDS AND USES THEREOF". Page/Page column 71; 120. . Retrieved 2021/08/06.
• 2、 Fizia, Agnes,Gaffga, Maximilian,Lang, Johannes,Sun, Yu,Niedner-Schatteburg, Gereon,Thiel, Werner R.. "Cyclopalladation in the Periphery of a NHC Ligand as the Crucial Step in the Synthesis of Highly Active Suzuki–Miyaura Cross-Coupling Catalysts". supporting information. p. 14563 - 14575. Retrieved 2017/10/07.