Some common heterocyclic compound, 761426-65-7, name is 2-Cyclopropyl-5-iodo-1H-imidazole, molecular formula is C21H29N3O6, 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. 761426-65-7
Example 8 (E-8, Co. No. 25) Pd(PPh3)4 (23.2 mg, 20.1 mmol) was added to a stirred suspension of I-20b (150 mg, – 0.40 mmol) and 2-cyclopropyl-5-iodo-lH-imidazole (112.8 mg, 0.48 mmol) in a sat. sol. of NaHC03 (2 mL) and 1,4-dioxane (1 mL). The mixture was stirred at 120 C for 10 min under microwave irradiation. The mixture was concentrated in vacuo. The crude product was purified by flash column chromatography (silica; MeOH/ DCM 0/100 to 6/94). The desired fractions were collected and evaporated in vacuo. The product was purified by RP HPLC (Stationary phase: C18 XBridge 30 x 100 mm 5 muiotaeta; mobile phase: gradient from 60% 0.1 %> NH4C03H/NH4OH pH 9 solution in water, 40% CH3CN to 43% 0.1% NH4C03H/NH4OH pH 9 solution in water, 57% CH3CN) , to yield Co. No. 25 (90 mg, 51%) as a light yellow fluffy solid. 1H NMR (400 MHz, CDC13) delta ppm 0.91 – 1.02 (m, 4 H) 1.72 (d, J=6.7 Hz, 3 H) 1.90 – 2.00 (m, 1 H) 3.98 (dd, J=12.5, 7.4 Hz, 1 H) 4.24 (dd, J=12.7, 4.2 Hz, 1 H) 4.68 – 4.79 (m, 1 H) 7.28 (s, 1 H) 7.42 (dd, J=8.3, 1.4 Hz, 1 H) 7.60 (d, J=2.1 Hz, 1 H) 7.82 (d, J=8.6 Hz, 1 H) 7.88 (s, 1 H) 11.88 (br s, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 761426-65-7, its application will become more common.
Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN GOOL, Michiel, Luc, Maria; ALCAZAR-VACA, Manuel, Jesus; ALONSO-DE DIEGO, Sergio-Alvar; DE LUCAS OLIVARES, Ana, Isabel; (105 pag.)WO2016/87487; (2016); A1;,
Imidazole – Wikipedia,
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