4(1H)-Pyrimidinone, 6-(methoxymethyl)- (9CI) synthesis

4synthesis methods

Product Name:4(1H)-Pyrimidinone, 6-(methoxymethyl)- (9CI)
CAS Number:3122-78-9
Molecular formula:C6H8N2O2
Molecular Weight:140.14

41051-15-4 Synthesis

41051-15-4
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$6.00/5g

3473-63-0 Synthesis

3473-63-0
485 suppliers
$5.00/25g

4(1H)-Pyrimidinone, 6-(methoxymethyl)- (9CI)

3122-78-9
21 suppliers
$18.00/100mg

Yield: 37.1%

Reaction Conditions:

Stage #1:4-methoxyacetoacetic acid methylester;formamidine acetic acid with methanol;sodium methylate for 18 h;Reflux;
Stage #2: with hydrogenchloride in water; pH=7

Steps:

218.A
Step A: 6-(Methoxymethyl)pyrimidin-4-ol To a solution of methyl 4-methoxy-3-oxobutanoate (3.54 mL, 26.5 mmol) in methanol (30 ml) was added formamidine acetate (3.07 g, 29.2 mmol) and sodium methoxide (13 mL, 58.4 mmol). The mixture was then heated to reflux for 18 hours and cooled to ambient temperature, then concentrated. The residue was taken up in water and the pH adjusted to 7 with 1N HCl. The aqueous mixture was extracted with chloroform. The combined organic layers were dried over magnesium sulfate, filtered and concentrated to afford 6-(methoxymethyl)pyrimidin-4-ol (1.38 g, 9.85 mmol, 37.1% yield). MS (LC/MS) R.T.=0.19; [M+H]⁺=141.20.

References:

Bristol-Myers Squibb Company US2009/270405, 2009, A1 Location in patent:Page/Page column 126

41051-15-4 Synthesis

41051-15-4
298 suppliers
$6.00/5g

6313-33-3 Synthesis