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(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid

(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid ??? ???
?? ??:
1798304-51-4
???:
(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid
???(??):
(4-cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid;4-Cyclopropyl-6-methoxypyrimidine-5-boronic Acid;B-(4-Cyclopropyl-6-methoxy-pyrimidin-5-yl)boronic acid;Boronic acid, B-(4-cyclopropyl-6-methoxy-5-pyrimidinyl)-;(4-cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid(WX192149)
CBNumber:
CB23940002
???:
C8H11BN2O3
??? ??:
194
MOL ??:
1798304-51-4.mol

(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid ??

?? ?
402.1±55.0 °C(Predicted)
??
1.32±0.1 g/cm3(Predicted)
?? ?? (pKa)
2.49±0.58(Predicted)
InChI
InChI=1S/C8H11BN2O3/c1-14-8-6(9(12)13)7(5-2-3-5)10-4-11-8/h4-5,12-13H,2-3H2,1H3
InChIKey
BYXHEUWWJYYRNH-UHFFFAOYSA-N
SMILES
B(C1=C(OC)N=CN=C1C1CC1)(O)O

??

(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid C??? ??, ??, ??

Synthesis

To a stirred solution of 5-bromo-4-cyclopropyl-6-methoxy-pyrimidine in toluene and tetrahydrofuran was added triisopropyl borate at room temperature under nitrogen atmosphere. The mixture was cooled down to -70 °C. To the above mixture was slowly added n-butyl lithium dropwise at -70 °C. The resulting mixture was stirred for additional 15 min at -70 °C. The reaction was quenched with 1N HCl at -70 °C. The mixture was purified by RP-Flash, the collected fractions were combined and concentrated under reduced pressure to afford (4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid (3.5 g, 18.04 mmol, 94% yield) as a white solid.
(4-cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid(WX192149)

(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid ?? ?? ? ???

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(4-Cyclopropyl-6-methoxypyrimidin-5-yl)boronic acid ?? ??

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