HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 90412392, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | 4-Bromo-3-methyl-1,2-thiazol-5-amine | HCID 17749931 | — |
| Catalyst | Palladium--triphenylphosphane (1/1) | HCID 15220664 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90412392 | HCID 90412392 | — |
Reaction Steps
3-pyridylboronic acid (127.3 mg, 1.036 mmol), 4-bromo-3-methyl-isothiazol-5-amine (100 mg, 0.518 mmol), Na2CO3 (777 μL of 2 M, 1.554 mmol), palladium triphenylphosphane (29.93 mg, 0.0259 mmol) in dioxane (6 mL) was heated at 110° C. in a microwave for 30 min. The mixture was concentrated in vacuo and the residue was loaded on a SCX column, washed with DCM/MeOH mixtures before the product was eluted with a 2M solution of ammonia in MeOH. The eluent was concentrated in vacuo to yield 3-methyl-4-(pyridin-3-yl)isothiazol-5-amine as a pale yellow oil that was used in next step without further purification. MS (ES+) 192.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957078B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-ab29717418f64c319e2b921eef2c45cc |
| Source note | uspto-grants-2015_02 |