4-(3-(BUT-3-EN-1-YLOXY)PHENYL)-2-CHLOROPYRIMIDINE synthesis
- Product Name:4-(3-(BUT-3-EN-1-YLOXY)PHENYL)-2-CHLOROPYRIMIDINE
- CAS Number:937271-45-9
- Molecular formula:C14H13ClN2O
- Molecular Weight:260.72
5162-44-7
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937271-43-7
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937271-45-9
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Yield:937271-45-9 87.3%
Reaction Conditions:
with caesium carbonate in N,N-dimethyl-formamide at 60;
Steps:
4.2.3 4-(3-(but-3-en-1-yloxy)phenyl)-2-chloropyrimidine (6)
A solution of 4 (6g, 29mmol) in DMF (100mL) was treated with 4-bromo-1-butene (11.7g, 87mmol) and Cs2CO3 (47.2g, 145mmol). The reaction mixture was heated at 60°C overnight. After cooling to room temperature, it was filtered and the filtrate was concentrated under high vacuum. The residue was purified by column chromatography (Hexane/EtOAc, 15:1) to afford 6 (6.6g, 87.3%) as a white solid. 1HNMR (400MHz, DMSO-d6, δ): 8.82 (d, J=5.2Hz, 1H), 8.19 (d, J=5.2Hz, 1H), 7.77 (d, J=8.0Hz, 1H), 7.71 (t, J=2.0Hz, 1H), 7.49 (t, J=8.0Hz, 1H), 7.19 (dd, J=8.0Hz, J=2.0Hz, 1H), 5.97-5.87 (m, 1H), 5.22-5.09 (m, 2H), 4.14 (t, J=6.8Hz, 2H), 2.55-2.51 (m, 2H); MS m/z: [M+H]+ 261.
References:
Ning, Cheng-Qing;Lu, Cheng;Hu, Liang;Bi, Yan-Jing;Yao, Lei;He, Yu-Jun;Liu, Li-Fei;Liu, Xiao-Yu;Yu, Nie-Fang [European Journal of Medicinal Chemistry,2015,vol. 95,p. 104 - 115]
87199-18-6
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937271-45-9
19 suppliers
$330.00/1g