p-Toluenesulfonic acid → HCID 67129989, compound

Participants

Reaction Conditions

Reaction Steps

6-Bromo-4-methyl-1H-indazole (1.0 g, 4.7 mmol, J&W PharmLab) and p-TSA (0.082 g, 0.47 mmol) were dissolved in THF (20 mL). 3,4-Dihydro-2H-pyran (1.99 g, 23.7 mmol) was added and the mixture was heated at about 70° C. for about 6 hours. The mixture was concentrated in vacuo and the residue was purified by silica gel chromatography (5:1 hexanes:EtOAc) to give 6-bromo-4-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (0.80 g, 41%): LC/MS (Table 2, Method g) Rt=2.28 min; MS m/z: 295, 297 (M+H)1.

Provenance & Evidence