Isopropyl iodide → (4-ethoxy-2-isopropoxy-phenyl)-(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4'-piperidine]-1'-yl)methanone

Participants

Reaction Conditions

Reaction Steps

To a vial containing a solution of (4-ethoxy-2-hydroxyphenyl)(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]-1′-yl)methanone (41 mg, 0.1 mmol) in DMF (0.8 mL) was added K2CO3 (69 mg, 0.5 mmol), and 2-iodopropane (15 μL, 0.15 mmol). The mixture was stirred for 3 hours at 25° C. The crude reaction mixture was filtered and purified by HPLC (1-99%) MeOH:H2O to yield (4-ethoxy-2-isopropoxy-phenyl)-(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]-1′-yl)methanone (17 mg, 33%). ESI-MS m/z calc. 461.5. found 462.2 (M+1)+. Retention time: 3.16 minutes (4 min run). (2-Isopropoxy-4-methoxyphenyl)(1-methyl-1H-spiro[chromeno[4,3-c]pyrazole-4,4′-piperidine]-1′-yl)methanone was synthesized using the procedures described above. ESI-MS m/z calc. 447.2. found 448.4 (M+1)+; Retention time: 3.03 minutes (4 min run).

Provenance & Evidence