Electric Literature of 1227611-94-0,Some common heterocyclic compound, 1227611-94-0, name is 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, molecular formula is C9H11IN2O, 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.
Intermediate 25: 2-[4-(4-lodo-pyrazol-1 -yI)-cyclohexylamino]-ethanol 2-Amino-ethanol (0.30 mL; 4.96 mmol; 1.4 eq.) was added in one portion to a solution of4-(4-Iodo-pyrazol-1-yl)-cyclohexanone (intermediate 20; 1.00 g; 3.45 mmol; 1.0 eq.) inEtOH. After 1 h the reaction solution was cooled to 0C and NaBH4 (290 mg; 7.67 mmol;2.2 eq.) added portionwise over 1 mm. After a further 1 h the reaction suspension waspoured into 1 N NaOH solution and extracted with DCM. Combined organic phases werewashed with brine, dried over magnesium sulfate, filtered and concentrated. Purificationusing a SCX-2 cartridge afforded the title compound as a white solid (1.00 g; 84%). 1 HNMR (300 MHz, DMSO) oe 7.94 (s, 1H), 7.49 (s, IH), 4.47 (brs, 1H), 4.12 (m, 1H), 3.45(m, 2H), 2.60 (t, J = 5.8 Hz, 2H), 2.41 (m, 1H), 2.95 (m, 4H), 1.72 (m, 2H), 1.13 (m, 2H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Iodo-1H-pyrazol-1-yl)cyclohexanone, its application will become more common.
Reference:
Patent; ARES TRADING S.A.; CROSIGNANI, Stefano; JORAND-LEBRUN, Catherine; GERBER, Patrick; MUZERELLE, Mathilde; WO2014/8992; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics