METHYL 2-CHLORO-6-METHOXYPYRIMIDINE-4-CARBOXYLATE synthesis

3synthesis methods

Product Name:METHYL 2-CHLORO-6-METHOXYPYRIMIDINE-4-CARBOXYLATE
CAS Number:127861-30-7
Molecular formula:C7H7ClN2O3
Molecular Weight:202.6

124-41-4 Synthesis

124-41-4
686 suppliers
$12.00/25g

6299-85-0 Synthesis

Methyl 2,4-dichloropyrimidine-6-carboxylate

6299-85-0
188 suppliers
$10.00/1g

METHYL 2-CHLORO-6-METHOXYPYRIMIDINE-4-CARBOXYLATE

127861-30-7
26 suppliers
$163.33/0.25g

Yield:127861-30-7 90%

Reaction Conditions:

in methanol at 20; for 0.25 h;Product distribution / selectivity;

Steps:

61.A

Example 61; N-hydroxy-2-(phenylamino)-6-(4-(pyridin-3-ylethynyl)phenyl)pyrimidine-4- carboxamide, trifluoroacetic acid salt; A. Methyl 2-chloro-6-methoxypyrimidine-4-carboxylate; To a solution of methyl 2,6-dichloropyrimidine-4-carboxylate (6.73 g, 32.51 mmol) in MeOH (5 mL) was added sodium methoxide, 0.5M solution in MeOH (58.5 mL, 29.26 mmol) and the reaction was stirred at room temperature. LC-MS after 15 minutes indicated reaction was complete. The reaction mixture was diluted with water and extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered and evaporated to yield desired product as a white solid (5.9g, 90% yield). Regiochemistry was confirmed by NMR. LC-MS: [M+H]⁺ 203 Mass: calculated for C₇H₇ClN₂O₃, 202.60 IH NMR (300 MHz, DMSO-J6) δ ppm 3.90 (s, 3 H) 4.01 (s, 3 H) 7.45 (s, 1 H)

References:

WO2010/100475,2010,A1 Location in patent:Page/Page column 140-141

67-56-1 Synthesis