![](/CAS/20150408/GIF/1416366-34-1.gif)
2-chloro-5-(MethoxyMethyl)pyriMidine synthesis
- Product Name:2-chloro-5-(MethoxyMethyl)pyriMidine
- CAS Number:1416366-34-1
- Molecular formula:C6H7ClN2O
- Molecular Weight:158.59
![5-Pyrimidinemethanol, 2-chloro-](/CAS/GIF/1046816-75-4.gif)
1046816-75-4
92 suppliers
$20.00/100mg
![Iodomethane](/CAS/GIF/74-88-4.gif)
74-88-4
341 suppliers
$15.00/10g
![2-chloro-5-(MethoxyMethyl)pyriMidine](/CAS/20150408/GIF/1416366-34-1.gif)
1416366-34-1
26 suppliers
$174.00/250mg
Yield:1416366-34-1 66%
Reaction Conditions:
with sodium hydride in N,N-dimethyl-formamide at 0 - 20; for 0.833333 h;
Steps:
A Preparation of 2-chloro-5-(methoxymethyl)pyrimidine
To a solution of 2-chloro-5-hydroxymethyl-pyrimidine (9.0 g, 62 mmol) in 70 ml of anhydrous DMF was added methyl iodide (6 eq. 370 mmol, 23 ml). The mixture was cooled to 0°C, then NaH (2.6 lg, 1.05 eq.) was added in portions over 5 mins. The resulting mixture was stirred 25 min. at 0°C, then 25 min. at rt. The reaction mixture was then cooled in ice bath, and quenched by addition of saturated NH4C1 aq. solution (200 ml ), extracted with ether (150 ml x 3). The combined organic layers were washed by brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by ISCO column (330 g of silica gel) using ethyl acetate in hexane (0-90% ethyl acetate, 2500 ml, then 1000 ml of ethyl acetate) to give 6.5g (66%) of the title compound: MS (ESI) mlz 159.2 (M+H); 1H NMR (500 MHz, CDC13) δ 8.60 (s, 2H), 4.48 (s, 2H), 3.45 (s, 3H).
References:
WO2013/74388,2013,A1 Location in patent:Page/Page column 44