6-ISOPROPYL-2-METHYLPYRIMIDIN-4-OL synthesis
- Product Name:6-ISOPROPYL-2-METHYLPYRIMIDIN-4-OL
- CAS Number:34126-99-3
- Molecular formula:C8H12N2O
- Molecular Weight:152.19
42558-54-3
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124-42-5
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34126-99-3
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Yield:34126-99-3 91%
Reaction Conditions:
with sodium methylate in methanol at 20;Inert atmosphere;
Steps:
6-Isopropyl-2-methylpyrimidin-4(3H)-one (26)
To an ice-cold solution of acetamidine hydrochloride24 (2.08 g, 22.0 mmol) and methyl 4-methyl-3-oxopentanoate (2.88 g, 20.0 mmol) in MeOH (25 mL) wasadded NaOMe (3.24 g, 60.0 mmol) in portions. The reaction mixture was stirred at rt overnight. The reactionmixture was concentrated to half the volume and diluted with water (50 mL). The pH of the filtrate wasadjusted to 4 with aq. HCl (3.0 M). The mixture was extracted with DCM (3 x 40 mL). The combined organiclayers were dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography(DCM:MeOH 10:0 to 9:1) gave the title compound as a white solid (2.77 g, 91 %). 1H NMR (500 MHz, CDCl3)δ 13.36 (br, 1H), 6.18 (s, 1H), 2.75 (hept, J = 6.8 Hz, 1H), 2.47 (s, 3H), 1.22 (d, J = 6.9 Hz, 6H). HPLC-MS (acidicmode): tR = 1.9 min, purity: >99 %, [M + H]+: 153.
References:
Wágner, Gábor;Mocking, Tamara A.M.;Kooistra, Albert J.;Slynko, Inna;ábrányi-Balogh, Péter;Keser u, Gy?rgy M.;Wijtmans, Maikel;Vischer, Henry F.;de Esch, Iwan J.P.;Leurs, Rob [Molecules,2019,vol. 24,# 24,art. no. 4541] Location in patent:supporting information
24642-02-2
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124-42-5
350 suppliers
$6.00/25g
34126-99-3
17 suppliers
$237.00/500mg
124-42-5
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$6.00/25g
7152-15-0
245 suppliers
$10.00/1g
34126-99-3
17 suppliers
$237.00/500mg