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4-Chloro-6-methoxypyrimidine

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CAS:26452-81-3
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CAS:26452-81-3
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CAS:26452-81-3
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4-Chloro-6-methoxypyrimidine manufacturers

4-Chloro-6-methoxypyrimidine Basic information
Product Name:4-Chloro-6-methoxypyrimidine
Synonyms:6-CHLORO-4-PYRIMIDINYL METHYL ETHER;4-CHLORO-6-METHOXYPYRIMIDINE;Pyrimidine, 4-chloro-6-methoxy- (6CI,8CI,9CI);4-Chloro-6-methoxy-1,3-diazine;4-chloro-6-methoxypyrimidine(SALTDATA: FREE);4-Chloro-6-methoxypyrimidine 98+%;Pyrimidine, 4-chloro-6-methoxy-;4-Chloro-6-MethoxypyriMidine, 98.0%(GC)
CAS:26452-81-3
MF:C5H5ClN2O
MW:144.56
EINECS:678-369-8
Product Categories:Heterocycle-Pyrimidine series;alkyl chloride;PYRIMIDINE;APIs & Intermediate;API intermediates
Mol File:26452-81-3.mol
4-Chloro-6-methoxypyrimidine Structure
4-Chloro-6-methoxypyrimidine Chemical Properties
Melting point 34.5-35.0 °C
Boiling point 80°C/18mmHg(lit.)
density 1.292±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form powder to lump to clear liquid
pka-1.59±0.17(Predicted)
color White or Colorless to Light yellow
InChIInChI=1S/C5H5ClN2O/c1-9-5-2-4(6)7-3-8-5/h2-3H,1H3
InChIKeyKLJGSQVYUGQOAW-UHFFFAOYSA-N
SMILESC1=NC(OC)=CC(Cl)=N1
CAS DataBase Reference26452-81-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 41
Safety Statements 26-39
HS Code 29335990
MSDS Information
4-Chloro-6-methoxypyrimidine Usage And Synthesis
Uses 4-Chloro-6-methoxypyrimidine could be the starting material for preparing 4-chloro-6-hydroxypyrimidine.
Synthesis
Methanol

67-56-1

4,6-Dichloropyrimidine

1193-21-1

4-Chloro-6-methoxypyrimidine

26452-81-3

A) Methanol (5.4 mL) was slowly added dropwise to a suspension of tetrahydrofuran (THF, 200 mL) containing 60% sodium hydride (8.05 g) under nitrogen protection, keeping the reaction temperature at 0 °C. Subsequently, a solution of 4,6-dichloropyrimidine (20.0 g) in THF (45 mL) was added to the reaction system at 0 °C, and the reaction continued to be stirred at 0 °C for 1 hour. Upon completion of the reaction, 1N hydrochloric acid was slowly added to the reaction mixture at 0 °C for neutralization, followed by extraction of the reaction product with ethyl acetate. The organic phase was washed sequentially with water and saturated brine and dried with anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the residue was recrystallized by hexane to afford the target product 4-chloro-6-methoxypyrimidine (10.2 g) as light yellow crystals. The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 3.96 (3H, s), 7.19 (1H, s), 8.69 (1H, s).

References[1] Tetrahedron Letters, 2005, vol. 46, # 23, p. 3977 - 3979
[2] European Journal of Medicinal Chemistry, 2005, vol. 40, # 9, p. 862 - 874
[3] Patent: US2013/143870, 2013, A1. Location in patent: Paragraph 0267; 0268; 0269
[4] Patent: US2013/137688, 2013, A1. Location in patent: Paragraph 0221; 0222; 0223; 0224
[5] Patent: US2013/158038, 2013, A1. Location in patent: Paragraph 0134; 0135
4-Chloro-6-methoxypyrimidine Preparation Products And Raw materials
Raw materialsMethanol-->4,6-Dichloropyrimidine-->Sodium Methoxide-->Mineral oil-->Tetrahydrofuran-->Sodium hydride
Tag:4-Chloro-6-methoxypyrimidine(26452-81-3) Related Product Information
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