Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Methyl (S)-2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-(tert-butoxy)acetate | HCID 86699809 | — |
| Reactant | HCID 86700443 | HCID 86700443 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Sodium Fluoride | HCID 5235 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86700442 | HCID 86700442 | — |
Reaction Steps
A 5 mL microwave reaction tube was charged with 2-(4-isopropylpiperazin-1-yl)-5-(tributylstannyl)thiazole (39 mg, 0.078 mmol), (S)-methyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (40 mg, 1.1 eq.), Pd(PPh3)4 (15 mg, 15 mol %), CuI (5 mg, 30 mol %) and dioxane (1 mL). The reaction was heated to 110° C. in oil bath for 1 hour. Reaction mixture was diluted with ethyl acetate and saturated NaF aqueous solution was added and stirred for 30 minutes. Extracted with ethyl acetate and the organic layer was concentrated and purified via Combiflash (0-100% Ethyl acetate in hexane) to give desired compound. LCMS-ESI+: calc'd for C31H38ClN4O3S2: 613.2 (M+H+); Found: 613.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08987250B2 |
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| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-f9946038852644a5ad746184c0530b20 |
|---|
| Source note | uspto-grants-2015_03 |
|---|
