Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Piperazineethanol | HCID 91308 | — |
| Reactant | HCID 178513524 | HCID 178513524 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178513527 | HCID 178513527 | 30% |
Reaction Steps
To a solution of 3-{1-[(3-chloropropyl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indazole-7-carboxamide (Intermediate 22) (20 mg, 0.0435 mmol) in acetonitrile (1 mL) was added K2CO3 (27 mg, 0.174 mmol), 2-(2-piperazinyl)ethanol (20 uL, 0.219 mmol) and sodium iodide (0.8 mg, 0.00435 mmol). The reaction mixture was heated to 60° C. for 14 hrs. The solution was filtered and concentrated. The residue was purified by using a Gilson semi-preparative HPLC system with a YMC ODS-A (C-18) column 50 mm by 20 mm ID, eluting with 10% B to 80% B in 10 min, hold for 1 min where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) pumped at 25 mL/min to afford the title compound (7.0 mg, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501780B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-dc830d5e2dab440cadb0d4b334ac0f13 |
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| Source note | uspto-grants-2013_08 |
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