Sources of common compounds: 39806-90-1

The synthetic route of 39806-90-1 has been constantly updated, and we look forward to future research findings.

39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 4-Iodo-1-methyl-1H-pyrazole

4-lodo-1-methyl-1H-pyrazole (1.12 g; 5.385 mmol) and 4-(Methoxy-methyl- carbamoyl)-piperidine-1-carboxylic acid tert-butyl ester (1.47 g; 5.385 mmol) were dissolved in dry THF (15 mL) under argon. While stirring the clear light yellow solution was cooled down to -60 C and butyllithium (15% solution in n- hexane) (3.72 mL; 5.923 mmol) was added dropwise at this temperature over a period of 10 min. The reaction mixture was stirred for 30 min between -60 and -45 C, then slowly warmed to room temperature and stirred for 14 h. The reaction mixture was cooled to 0 C, quenched with 0% citric acid solution, diluted with ethyl acetate (70 mL) and washed with water and brine, dried with Na2S04) filtered and evaporated to dryness. The oily residue was purified by flash chromatography (Companion RF; 120 g Si50 silica gel column); yield: 999 mg (63%) light green oil (purity: 99.4; Rt: 2.33 min); 1H NMR (500 MHz, DMSO-d6) delta 8.42 (s, 1H), 7.94 (d, J = 0.7 Hz, 1H), 3.97 (d, J = 12.6 Hz, 2H), 3.87 (s, 3H), 3.15 (tt, J = 11.4, 3.6 Hz, 1 H), 2.93 – 2.75 (m, 2H), 1.76 – 1.67 (m, 2H), 1.33-1.46 (m, 1 H); LC/MS (C), Rt: 1.93 min; 238.1 (M+H; BOC-cleaved mass).

The synthetic route of 39806-90-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; DORSCH, Dieter; BUCHSTALLER, Hans-Peter; WO2015/14442; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics