New learning discoveries about 1-Methylbenzoimidazol-5-amine

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methylbenzoimidazol-5-amine, other downstream synthetic routes, hurry up and to see.

10394-38-4, A common compound: 10394-38-4, name is 1-Methylbenzoimidazol-5-amine, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 4 1-(3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)-3-(4-((2-((1-methyl-1H-benzo[d]imidazol-5-yl)amino)pyrimidin-4-yl)oxy)naphthalen-1-yl)urea To a solution of Intermediate C1 (155 mg, 80% purity, 0.236 mmol) in DMF (2.0 mL) was added p-TSA.H2O (90 mg, 0.47 mmol) and 1-methyl-1H-benzo[d]imidazol-5-amine (49 mg, 0.33 mmol). The resulting mixture was heated at 60 C. for 16 hr and was then cooled to RT and partitioned between saturated aq. NaHCO3 (40 mL) and EtOAc (25 mL). The organic layer was separated and washed with water (2*50 mL) and brine (50 mL) and then dried and evaporated in vacuo. The residue was purified by flash column chromatography (SiO2, 40 g, 0-30% MeOH in DCM, gradient elution) and by preparative HPLC to afford the title compound, Example 4, as a pale pink solid (15 mg, 9%); Rt 1.96 min (Method 2, acidic); m/z 638 (M+H)+, (ES+); 1H NMR delta: 1.30 (9H, s), 2.39 (3H, s), 3.74 (3H, s), 6.42 (1H, s), 6.46 (1H, d), 7.23-7.31 (2H, over-lapping m), 7.37 (2H, d), 7.40 (1H, d), 7.47 (2H, d), 7.55 (1H, dd), 7.61 (1H, dd), 7.77 (1H, br s), 7.83 (1H, d), 7.88 (1H, d), 8.00 (1H, s), 8.07 (1H, d), 8.36 (1H, d), 8.86 (1H, s), 9.18 (1H, s), 9.42 (1H, s).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methylbenzoimidazol-5-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TOPIVERT PHARMA LIMITED; Duffy, Lorna Anne; King-Underwood, John; Longshaw, Alistair Ian; Murray, Peter John; Onions, Stuart Thomas; Taddei, David Michael Adrien; Williams, Jonathan Gareth; Ito, Kazuhiro; Charron, Catherine Elisabeth; US2015/203475; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem