![](/CAS/GIF/6627-22-1.gif)
methyl 6-chloropyrimidine-4-carboxylate synthesis
- Product Name:methyl 6-chloropyrimidine-4-carboxylate
- CAS Number:6627-22-1
- Molecular formula:C6H5ClN2O2
- Molecular Weight:172.57
![Methyl 6-HydroxypyriMidine-4-carboxylate](/CAS/GIF/7399-93-1.gif)
7399-93-1
82 suppliers
$31.00/250mg
![methyl 6-chloropyrimidine-4-carboxylate](/CAS/GIF/6627-22-1.gif)
6627-22-1
117 suppliers
$28.00/250mg
Yield: 76 g
Reaction Conditions:
with trichlorophosphate in acetonitrile at 80;
Steps:
7.2 Step 2: Preparation of methyl 6-chloropyrimidine-4-carboxylate
[0778] Into a 2000-mL 4-necked round-bottom flask was placed methyl 6-hydroxypyrimidine-4- carboxylate (115 g, 746.16 mmol, 1.00 equiv), CH3CN (1200 mL), and POC13 (340 g, 2.22 mol, 3.00 equiv). The resulting solution was stirred at 80°C overnight, cooled to room temperature, concentrated under vacuum, diluted with 1000 mL of EA, and quenched with 1000 mL of water/ice. The resulting solution was extracted with 3x500 mL of ethyl acetate. The combined organic layers were washed with lx 1000 mL of water and lx 1000 mL of brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was applied onto a silica gel colunm eluted with ethyl acetate/petroleum ether (1:4) to afford 76 g (59%) of methyl 6-chloropyrimidine-4-carboxylate as a white solid. LCMS [M+H] 173.
References:
F. HOFFMANN-LA ROCHE AG;GENENTECH, INC.;ESTRADA, Anthony;VOLGRAF, Matthew;CHEN, Huifen;KOLESNIKOV, Aleksandr;VILLEMURE, Elisia;VERMA, Vishal;WANG, Lan;SHORE, Daniel;DO, Steven;YUEN, Po-wai;HU, Baihua;WU, Guosheng;LIN, Xingyu;LU, Aijun WO2016/128529, 2016, A1 Location in patent:Paragraph 0774; 0777; 0778
![6-Oxo-3H-pyrimidine-4-carboxylic acid](/CAS/GIF/6299-87-2.gif)
6299-87-2
193 suppliers
$6.00/100mg
![methyl 6-chloropyrimidine-4-carboxylate](/CAS/GIF/6627-22-1.gif)
6627-22-1
117 suppliers
$28.00/250mg