Adding a certain compound to certain chemical reactions, such as: 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic 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 20485-43-2, Formula: C5H6N2O2
To a solution of N4-(3-aminopropyl)-7-(lH-pyrazol-5-yl)quinoline-2,4-diamine, 3 HC1 (30 mg, 0.077 mmol) and 1 -methyl- lH-imidazole-2-carboxy lie acid (19.32 mg, 0.153 mmol) and triethylamine (0.213 mL, 1.532 mmol) in DMF (1 mL) was added T3P (50% in DMF) (97 mg, 0.153 mmol). After stirring the reaction at room temperature overnight the reaction was concentrated under high vacuum. The reaction was diluted with 1 ml of a mixture of 1: 1 DMF: acetic acid and filtered through a syringe filter and purified via preparative LC/MS with the following conditions: Column: XBridge CI 8, 200 mm x 19 mm, 5-mupiiota particles; Mobile Phase A: 5:95 acetonitrile: water with 0.1% trifluoroacetic acid; Mobile Phase B: 95 :5 acetonitrile: water with 0.1% trifluoroacetic acid; Gradient: a 5-minute hold at 0% B, 0-33% B over 25 minutes, then a 5-minute hold at 100% B; Flow Rate: 20 mL/min; Column Temperature: 25 C. Fraction collection was triggered by MS signals. Fractions containing the desired product were combined and dried via centrifugal evaporation to give N-(3-((2-amino-7-(lH-pyrazol-5-yl)quinolin-4- yl)ainino)propyl)-l-methyl-lH-imidazole-2-carboxarnide as the bis-triflouroacetate salt (7.1 mg, 15 %). NMR (500 MHz, DMSO-de) delta 8.44 (br s, 1H), 8.22 (br d, J=8.7 Hz, 1H), 8.02 (br s, 1H), 7.93 (br s, 1H), 7.90 – 7.76 (m, 3H), 7.55 (br s, 1H), 7.30 (s, 1H), 6.99 (s, 1H), 6.87 – 6.80 (m, 1H), 5.85 (s, 1H), 3.94 (s, 3H), 2.01 – 1.93 (m, 2H). Four protons from sidechain missing, likely due to overlap with suppressed water peak. LC RT: 1.01 min. M/Z=391.1
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-Methyl-1H-imidazole-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; INNATE TUMOR IMMUNITY, INC.; O’MALLEY, Daniel; GAVAI, Ashvinikumar V.; GILL, Patrice; TARBY, Christine M.; WATTERSON, Scott Hunter; GONG, Hua; WILLIAMS, David K.; GHOSH, Shomir; ROUSH, William R.; (307 pag.)WO2019/14402; (2019); A1;,
Imidazole – Wikipedia,
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