تفاعل #1005931

معادلة التفاعل

4-methoxybenzene-1-sulfonyl chloride

4-amino-5-fluoro-pyrimidin-2-ol

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product

المردود 64.0%

4-Amino-5-fluoro-1-(4-methoxyphenylsulfonyl)pyrimidin-2(1H)-one

المردود 64.0%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   أخرىresulting in a clear solution
2. 2
   درجة الحرارةAfter cooling to room temperature
3. 3
   أخرىThe solvent was evaporated
4. 4
   أخرىthe residue was partitioned between ethyl acetate (EtOAc) and brine
5. 5
   تجفيفThe organic phase was dried over magnesium sulfate (MgSO4)
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated

الإجراء التجريبي

To commercially available 4-amino-5-fluoro-pyrimidin-2-ol (1.0 grams (g), 7.75 millimoles (mmol)) in acetonitrile (CH3CN; 50 milliliters (mL)) was added bis-N,O-trimethylsilylacetamide (BSA; 5.7 mL, 23.3 mmol) and the mixture was heated at 70° C. for 1 hour (h), resulting in a clear solution. After cooling to room temperature, 4-methoxybenzene-1-sulfonyl chloride (1.8 g, 8.5 mmol) was added, and the mixture was stirred for 24 h. The solvent was evaporated and the residue was partitioned between ethyl acetate (EtOAc) and brine. The organic phase was dried over magnesium sulfate (MgSO4), filtered, and evaporated to yield the product as a pale yellow solid (1.48 g, 64%): mp 182-185° C.; 1H NMR (300 MHz, CDCl3) δ 8.40 (br s, 1H), 8.11 (d, J=5.9 Hz, 1H), 8.04-7.98 (m, 2H), 7.02-6.96 (m, 2H), 5.77 (br s, 1H), 3.88 (s, 3H); ESIMS m/z 300 ([M+H]+).

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