Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 4-Bromopyrazole | HCID 16375 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1-Iodo-4-(trifluoromethoxy)benzene | HCID 2777294 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 1510471 | HCID 1510471 | 68.4% |
Reaction Steps
4-Bromopyrazole (1.5 g, 10 mmol) and 4-iodotrifluoromethoxybenzene (3.0 g, 10.3 mmol) were stirred DMF (8 mL) and treated with potassium phosphate (6.3 g, 30 mmol) and CuI (0.5 g, 2.6 mmol). The solution was stirred and heated to 130° C. for 30 min, then it was cooled to ambient temperature and poured into 1 N NH4OH (50 mL). The solid precipitate was isolated by filtration, re-dissolved in ether, filtered and concentrated to a tan solid. Recrystallization from EtOH gave an off-white solid (2.1 g): mp 63-65° C.; LCMS 308.6 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08680269B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-996cc3481d194154a2ff1a291f9fe143 |
|---|
| Source note | uspto-grants-2014_03 |
|---|
