Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (3-Acetamidophenyl)boronic acid | HCID 157274 | — |
| Reactant | 2-Bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole | HCID 66221540 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66717031 | HCID 66717031 | — |
Reaction Steps
A mixture of 2-bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole (0.127 g, 0.4 mmol, 1 eq), 3-acetamidobenzeneboronic acid (0.091 g, 1.3 equiv, 1.3 eq), dichlorobis(triphenylphosphine)palladium(II) (0.055 g, 02 eq) and 2M aq Na2CO3 (1.1 ml) in dioxane (5 mL) was heated at 110° C. for 3 h. The solvent was removed under reduced pressure, redissolved in ethylacetate and washed with water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue (0.167 g) was used in the next step of the synthesis without further purification. HPLC-MS (10-95% B in 4 min at 0.5 mL+2 min 100% B, flow 0.8 mL/min, 50° C.): tR=4.03 min, [M+H]+ m/z 385.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815918B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-66cd389cd6c44d58b7b0169a6499c93f |
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| Source note | uspto-grants-2014_08 |
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