Category: 1262035-61-9

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1262035-61-9, name is 5-Bromo-1-cyclopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Product Details of 1262035-61-9

A microwave vial was charged with 5-bromo-1-cyclopropyl-1H-imidazole (40 mg, 0.21 mmol), 3-methoxy-1-methyl-N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)- 1H-pyrazole-4-carboxamide (75 mg, 0.21 mmol), cesium carbonate (137 mg, 0.42 mmol) and Pd(dppf) G3 (20 mg, 0.02 mmol). Dioxane (1.5 mL) and water (75 muL) were added. The vial was purged with N2, sealed and irradiated in a biotage microwave at 120 C for 1 h. After this time he volatiles were removed under reduced pressure and the resulting black residue was taken up in DMSO and subjected to prep-HPLC (using a Sunfire Prep C18 OBD, 5mum 30x50mm column and using 95% water/5% MeCN (initial conditions) to 50% water/50% MeCN over 20 minutes in 0.1% TFA as the mobile phase at a flow rate of 50 mL/min). The fractions containing product were combined, evaporated to dryness and the resulting residue was dissolved in DCM (20 mL) and washed with satd. NaHCO3 (10 mL). The organic layer was separated, dried over Na2SO4, filtered and concentrated to give the title compound (28 mg, 40%) as a white solid. 1H NMR (400 MHz, CDCl3) d ppm 8.53 (s, 1H), 8.01 (t, J=1.8 Hz, 1H), 7.79 (s, 1H), 7.57 (d, J=0.8 Hz, 1H), 7.46 – 7.41 (m, 1H), 7.36 (t, J=7.8 Hz, 1H), 7.25 (td, J=1.4, 7.8 Hz, 1H), 7.11 (d, J=1.3 Hz, 1H), 4.09 (s, 3H), 3.78 (s, 3H), 3.42 (tt, J=3.7, 7.2 Hz, 1H), 1.06 – 0.98 (m, 2H), 0.90 – 0.82 (m, 2H). MS (ESI): 338.1 [M + H]+.v

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BIOGEN MA INC.; GONZALEZ LOPEZ DE TURISO, Felix; XIN, Zhili; HIMMELBAUER, Martin; JONES, John, H.; (147 pag.)WO2020/36949; (2020); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1262035-61-9, A common heterocyclic compound, 1262035-61-9, name is 5-Bromo-1-cyclopropyl-1H-imidazole, molecular formula is C6H7BrN2, its 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.

Step 1 4-[(3-Cyclopropyl-3H-imidazol-4-yl)-hydroxy-methyl]-benzonitrile In a 10 mL two-necked flask, 5-bromo-l-cyclopropyl-lH-imidazole (intermediate lc’, 107 mg, 572 muiotaetaomicron, Eq: 1.00) was combined with DCM (3 ml) to give a colorless solution. Isopropyl magnesium chloride, lithium chloride complex (484 mu, 629 muiotaetaomicron, Eq: 1.1) was added within 2min (white precipitate). After stirring for 80min., the reaction flask was cooled to 0C, and a solution of 4-formylbenzonitrile (90.0 mg, 686 muiotaetaomicron, Eq: 1.2) in DCM (2 ml) was added dropwise. The reaction was allowed to proceed at rt for 2 h when TLC showed that the reaction was complete. Work up: The reaction mixture was quenched with 3ml sat. NH4C1, then poured into 6ml sat. NaHC03 and extracted with DCM (2X 25ml). The organic layers were washed with brine, combined, dried over Na2S04, and concentrated i. V. The crude material was purified by flash chromatography (silica gel, 20g, 2% to 10% MeOH in DCM) to yield 81 mg of the title compound as white foam. MS (ESI): 240.1 [M+H]+.

The synthetic route of 1262035-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; MOHR, Peter; TAN, Xuefei; WO2013/120771; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem