Adding a certain compound to certain chemical reactions, such as: 24391-41-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile, 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, HPLC of Formula: C7H3ClN4, blongs to pyrimidines compound. HPLC of Formula: C7H3ClN4
To a solution of 4-(dimethylamino)cyclohexan-l-ol (320 mg, 2.23 mmol, 3.99 equiv) in tetrahydrofuran (10 mL) was added sodium hydride (360 mg, 9.00 mmol, 26.79 equiv) at 0C. The resulting solution was stirred for 30 min at 0C. Then 4-chloro-7H-pyrrolo[2,3- d]pyrimidine-5-carbonitrile (100 mg, 0.56 mmol, 1.00 equiv) was added. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at reflux. The reaction was then quenched by the addition of 2 mL of water. The resulting mixture was concentrated under vacuum. The crude product (80 mg) was purified by Prep-HPLC with the following conditions: Column, Xbridge Prep C 18 5um, 19x150mm; mobile phase, water with 50mL HCOOH and CH3CN (5.0% CH3CN up to 42.0% in 10 min, up to 95.0% in 2 min, down to 5.0%) in 2 min); Detector, 220/254nm. 30.2 mg product was obtained. This resulted in 30.2 mg (19%) of 4-[[4-(dimethylamino)cyclohexyl]oxy]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile as a brown solid. LC-MS:(ES,m/z): 286 [M+H]+ 1H NMR (300 MHz, DMSO, ppm): 51.18-1.55 (m, 4H), 1.86-1.89 (d, 2H), 2.13-2.17 (d, 2H), 2.17 (s, 6H), 2.39 (m, 1H),5.15-5.20 (m, 1H), 8.22- 8.26 (m, 2H), 8.43 (s, 1H).
The synthetic route of 24391-41-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NIMBUS IRIS, INC.; HARRIMAN, Geraldine C.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; WESSEL, Matthew David; GREENWOOD, Jeremy Robert; WO2014/11911; (2014); A2;,
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