Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | HCID 15952659 | HCID 15952659 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15952855 | HCID 15952855 | 26% |
Reaction Steps
A mixture of 1-{[6-chloro-2-(trifluoromethyl)imidazo[1,2-b]pyridazin-3-yl]methyl}-4-propylpyrrolidin-2-one 30 (400 mg, 1.11 mmol) and sodium methanethiolate (155 mg, 2.22 mmol, 2.2 eq) in THF is heated in a microwave apparatus (300 W, Tmax 150° C.) during 15 minutes. After cooling to room temperature, hydrolysis (15 ml of water), extraction (ethyl acetate, 3×15 ml), the cumulated organic layers are dried over MgSO4, flitered and condensed under reduce pressure to afford an oil which is purified under preparative chromatography over silicagel (Gradient: CH2Cl2 to CH2Cl2/MeOH/NH4OH 99/1/0.1 (v/v/v)). Recristallization in diisopropyl ether affords 1-{[6-(methylthio)-2-(trifluoromethyl)imidazo[1,2-b]pyridazin-3-yl]methyl}-4-propylpyrrolidin-2-one 46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08518943B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-1a129f0d321d445784cb1af09ffacb98 |
|---|
| Source note | uspto-grants-2013_08 |
|---|