HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)-1,3-thiazole → HCID 44554425, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)-1,3-thiazole | HCID 2763259 | — |
| Reactant | HCID 44555246 | HCID 44555246 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 44554425 | HCID 44554425 | — |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of 2-{4-(4-bromophenyl)-5-[(4-chlorophenyl)thio]-1-methyl-1H-imidazol-2-yl}pyridine (Example 15, 200 mg, 0.438 mmol), 2-(tributylstannyl)-1,3-thiazole (0.138 mL, 0.438 mmol), and tetrakis (50 mg, 0.044 mmol) was dissolved in toluene and heated at 150° C. for 20 min via microwave irradiation. The solvent was evaporated and the residue purified via column chromatography to afford the title compound. 1H NMR (500 MHz, (CD3)2CO): δ 8.71 (d, 1H), 8.40 (d, 1H), 8.40 (d, 2H), 8.32 (d, 2H), 8.00 (m, 1H), 7.90 (d, 1H), 7.63 (d, 1H), 7.46 (m, 1H), 7.36 (d, 2H), 7.20 (d, 2H), 4.18 (s, 3H). LCMS: m/z 461.0 (M+H)+. Human FAAH lysate assay: IC50=14.3 nM.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455528B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-e20090366e404bf18684df67eed346d0 |
| Source note | uspto-grants-2013_06 |