4-Chloro-6-isopropoxypyrimidine

Base Information

• Chemical Name: 4-Chloro-6-isopropoxypyrimidine
• CAS No.: 83774-13-4
• Molecular Formula: C₇H₉ClN₂O
• Molecular Weight: 172.614
• Hs Code.: 2933599090
• European Community (EC) Number: 858-835-9
• DSSTox Substance ID: DTXSID50469567
• Wikidata: Q82297348
• Mol file: 83774-13-4.mol

Synonyms:4-CHLORO-6-ISOPROPOXYPYRIMIDINE;83774-13-4;4-chloro-6-propan-2-yloxypyrimidine;MFCD11847658;4-Chloro-6-(1-methylethoxy)-pyrimidine;Pyrimidine, 4-chloro-6-(1-methylethoxy)-;SCHEMBL5391780;4-chloro-6-isopropoxy pyrimidine;4-chloro-6-isopropyloxypyrimidine;DTXSID50469567;RQWKDAIBLSRPIC-UHFFFAOYSA-N;AMY15630;4-chloro-6-(isopropyloxy)pyrimidine;AKOS010531531;CS-W022158;SB57392;4-chloro-6-(propan-2-yloxy)pyrimidine;DS-13146;SY034502;FT-0705004;EN300-96028;A864214

Chemical Property of 4-Chloro-6-isopropoxypyrimidine

Chemical Property:

• Vapor Pressure: 0.0376mmHg at 25°C
• Boiling Point: 248.7oC at 760 mmHg
• Flash Point: 104.2oC
• PSA: 35.01000
• Density: 1.188g/cm3
• LogP: 1.91720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 172.0403406
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-6-(1-methylethoxy)-pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=CC(=NC=N1)Cl
• Uses: 4-Chloro-6-(1-methylethoxy)-pyrimidine is used in the synthesis of pyrimidinyl-substituted thiazolidinediones which has hypoglycemic and hypolipidemic activities.

Technology Process of 4-Chloro-6-isopropoxypyrimidine

There total 2 articles about 4-Chloro-6-isopropoxypyrimidine 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: 86.0%

4,6-dichloropyrimidine (1193-21-1) + isopropyl alcohol (67-63-0,8013-70-5) → 4-chloro-6-isopropoxypyrimidine (83774-13-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2005.03.019

Reference yield:

4,6-dichloropyrimidine (1193-21-1) → 4-chloro-6-isopropoxypyrimidine (83774-13-4)

Guidance literature:

With sodium isopropylate; sodium; In water; isopropyl alcohol;

Reference yield:

4-chloro-6-isopropoxypyrimidine (83774-13-4) → 5-(4-{2-[(6-isopropoxy-pyrimidin-4-yl)-methyl-amino]-ethoxy}-benzyl)-thiazolidine-2,4-dione

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / ethanol / Heating

2: 24 percent / sodium hydride / dimethylformamide / 20 °C

3: 48 percent / piperidine / ethanol / Heating

4: 30.8 percent / hydrogen / Pd(OH)2/C / dimethylformamide / 20 °C

With piperidine; hydrogen; sodium hydride; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide; 3: Knoevenagel condensation;

DOI:10.1016/j.ejmech.2005.03.019

upstream raw materials:

4,6-dichloropyrimidine

isopropyl alcohol

Downstream raw materials:

4-{2-[(6-isopropoxypyrimidin-4-yl)methylamino]ethoxy}benzaldehyde

4-(2-butynyloxy)-6-isopropoxypyrimidine

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