Sodium Hydroxide → HCID 19018484, compound

62.6 g of methyl 6-methoxy-2-methylpyrimidine-4-carboxylate are added to a stirred solution of 14.4 g of sodium hydroxide in 100 ml of water and 350 ml of methanol and stirring is continued until hydrolysis is complete (TLC checking). 200 ml of methanol are added to the reaction mixture, and the sodium salt is filtered off with suction and then washed with methanol/diethyl ether (1:1) on the suction filter. The filter residue (59.3 g; melting point above 265° C.) dried in vacuo at 50° C. is introduced in portions into a solution of 24.5 g of acetyl chloride in 300 ml of methanol. The mixture is then stirred at room temperature for 1/2 h, the solid is filtered off with suction and the filter residue is then washed with abs. methanol. The filtrate is concentrated in vacuo on a rotary evaporator and the residue is dried at high vacuum. 25.1 g of 6-methoxy-2-methylpyrimidine-4-carboxylic acid of melting point 184°-188° C. (dec.) are obtained in this way.

1. customis continued until hydrolysis
2. filtrationthe sodium salt is filtered off with suction
3. washwashed with methanol/diethyl ether (1:1) on the suction
4. filtrationfilter
5. customThe filter residue (59.3 g; melting point above 265° C.) dried in vacuo at 50° C.
6. additionis introduced in portions into a solution of 24.5 g of acetyl chloride in 300 ml of methanol
7. stirringThe mixture is then stirred at room temperature for 1/2 h
8. filtrationthe solid is filtered off with suction
9. washthe filter residue is then washed with abs
10. concentrationThe filtrate is concentrated in vacuo on a rotary evaporator
11. customthe residue is dried at high vacuum

ORD record

ord-5a46970342f343eeb7c119e9e501e0b2

Source dataset

uspto-grants-1994_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05324710