Application of 1001020-13-8,Some common heterocyclic compound, 1001020-13-8, name is (3-Trifluoromethyl-1H-pyrazol-4-yl)methanol, molecular formula is C5H5F3N2O, 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.
(S)-benzyl-5-(hydiOxymethyl)-2,3-dihydro-7 /-/-inden-2-ylcarbamate (7.13 mmol, 2.12g) was dissolved in DCM (20 ml_), thionyl chloride (14.26 mmol, 1.040 ml_, 1.696 g) added and the resultant solution stirred at room temperature for 45 min. The sample was concentrated and azeotroped with dichloromethane (x 4). Potassium carbonate (21.39 mmol, 2.96 g) was added followed by DMF (20 ml.) and (3-(trifluoromethyl)-1 H-pyrazol-4- yl)methanol (7.13 mmol, 1.184 g) and the mixture heated to 60 0C for 1 h. The mixture was concentrated and partitioned between ethylacetate/water. The aqueous layer was twice extracted with ethylacetate and combined organics dried, filtered and concentrated to give a yellow oil which was purified on silica eluting with 0 – 1 % MeOH/DCM to give (S)-benzyl-5-((4-(hydroxymethyl)-3-(trifluoromethyl)-7/-/-pyrazol-1-yl)methyl)-2,3-dihydro- 7H-inden-2-ylcarbamate as a light coloured oil (2.67 g, 84 %). 1H NMR (400 MHz, CDCI3) delta 1.83 (t, 1 H) 2.79 (m, 2H) 3.27 (m, 2H) 4.51 (bs, 1 H) 4.63 (d, 2H) 4.98 (bs, 1 H) 5.08 (bs, 2h) 5.24 (s, 2H) 7.05-7.1 1 (m, 2H) 7.18 (m, 1 H) 7.26-7.39 (m, 6H).
The synthetic route of 1001020-13-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; N.V. ORGANON; WO2009/147167; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics