Reference of 17289-30-4,Some common heterocyclic compound, 17289-30-4, name is 4-(Chloromethyl)-1-methyl-1H-imidazole hydrochloride, molecular formula is C5H8Cl2N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A mixture of 4-(6-fluoropyridin-3-yl)-6-hydroxypyrazolo[l,5-a]pyridine-3- carbonitrile (Intermediate P66, 103.6 mg, 0.4075 mmol), 4-(chloromethyl)-l-methyl-lH- imidazole hydrochloride (199.7 mg, 1.196 mmol) and Cs2CCb(s) (1.328 g, 4.075 mmol) in DMA (2.0 mL) was stirred for 1 d at 60 C, then for an additional 1 d at 110 C. After cooling to ambient temperature, the reaction mixture was acidified with 2 M HCl(aq), and purified directly by C18 reverse phase chromatography (using 0-70% water/ ACN with 0.1% TFA as the gradient eluent). Fractions containing the desired product were combined, partially concentrated in vacuo to remove the ACN, then partitioned between saturated NaHC03(aq) and 4: 1 DCM:iPrOH. The biphasic mixture was extracted with additional 4: 1 DCM:iPrOH (3x). The combined organic extracts were dried over anhydrous Na2S04(S), filtered and concentrated in vacuo to afford the title compound (26.0 mg, 18% yield). MS (apci) m/z = 349.10 (M+H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Chloromethyl)-1-methyl-1H-imidazole hydrochloride, its application will become more common.