Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | N-Fluorobenzenesulfonimide | HCID 588007 | — |
| Reactant | HCID 57933083 | HCID 57933083 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 57933048 | HCID 57933048 | 10% |
Reaction Steps
50 mg of 3-(4-Bromo-2-morpholin-4-yl-thiazol-5-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.11 mmol) is dissolved in 4 ml of diethylether and cooled to −78° C. and 0.1 ml of n-BuLi 1.6M in hexane (0.16 mmol) is added at −78° C. and stirred at −78° C. for 20 min. 104 mg of N-fluorobenzene sulfonimide (0.33 mmol) in 2 ml of toluene is added at −78° C. and stirred at room temperature for 1 h. sat. NH4Cl is added, and the mixture is extracted with Et2O, dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane:AcOEt=3:1) to give 4.1 mg of the title compound. Yield 10%. Mass spectrum (m/e): 404 (M+1). 6.71 (s, 1H), 3.87 (t, J=4.6 Hz, 4H), 3.55 (t, J=5.0 Hz, 4H), 3.34 (m, 1H), 2.58 (s, 3H), 2.54 (s, 3H), 1.84 (m, 4H), 0.88 (t, J=7.4 Hz, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07612067B2 |
|---|
| Source dataset | uspto-grants-2009_11 |
|---|
| ORD ID | ord-34091b81797346fba578839bddb2c8ab |
|---|
| Source note | uspto-grants-2009_11 |
|---|