Category: 108035-45-6

Reference of 108035-45-6, These common heterocyclic compound, 108035-45-6, name is 4-(1H-Imidazol-2-yl)benzoic acid, 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.

Example 281; 4- (1H-Imidazol-2-yl) -N- ( ( 1R, 2S) -2-{ [ (3aR, 4R, 9bR) -4- (methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2- c]quinolin-1-yl]carbonyl}cyclohexyl)benzamide; To a solution of (1R,25)-2-{[(3aR,4R,9bR)-4- (methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2- c]quinolin-1-yl]carbonyl}cyclohexaneamine hydrochloride (200 mg, 0.480 mmol) in tetrahydrofuran (5 ml) were added triethylamine (0.199 ml, 1.44 mmol), 4-(1H- imidazol-2-yl) benzoic acid (99.0 mg, 0.529 mmol) and DEPC (0.079 ml, 0.529 mmol) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous Mg2S04 and concentrated under reduced pressure. The obtained residue was subjected to column chromatography using silica gel and eluted with ethyl acetate-methanol (1: 0-4:1) to give the title compound (150 mg, 61%) as an amorphous form. ¹H-NMR (CDCl3) No.: 1.25-2.50 (11H, m) , 2.96-2.99 (lH, m), 3.34-3.42 (5H, m), 3.54-3.57 (2H, m), 3.70-3. 72 (1H, m), 4.17 (lH, m), 4.30 (lH, m), 5.64 (lH, d, J=6.6 Hz), 6.52 (1H, d, J=7.5 Hz), 6.68 (1H, dd, J=7.5,7.5 Hz), 7.02 (lH, dd, J=7.5,7.5 Hz), 7.15-7.20 (2H, m), 7.36 (lH, d, J=7.5 Hz), 7.42 (lH, d, J=7.5 Hz), 7.83-7.93 (4H, m). LC/MS (ESI) m/z: 514 (MH(at)).

Statistics shows that 4-(1H-Imidazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 108035-45-6.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/105802; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 108035-45-6, name is 4-(1H-Imidazol-2-yl)benzoic acid, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 108035-45-6, category: imidazoles-derivatives

A. (4-(lH-Imidazol-2-yl)phenyI)methanol.; 4-(lH-Imidazol-2-yl)benzoic acid (2.05 g, 10.9 mmol) was suspended in anhydrous tetrahydrofuran (60 mL) and cooled to -78 0C. A solution of lithium aluminum hydride (2.0M, 21.8 mL, 43.6 mmol) was added and the reaction was allowed to slowly warm to room temperature with stirring overnight. The reaction was quenched with methanol and the crude product adsorbed onto silica gel. Flash Chromatography (20% MeOH in EtOAc) afforded the title compound (1.6 g, 9.19 mmol, 84%) as a white solid. MS (ESI) m/z 175.1 [M+ 1]+.

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