Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethynylpyridine | HCID 137268 | — |
| Reactant | HCID 66966383 | HCID 66966383 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24876048 | HCID 24876048 | 17% |
Reaction Steps
A mixture of 235 mg (0.66 mmol) 6-(5-bromothiazole-2-yl)-N-tert-butylimidazo[2,1-b]thiazole-5-amine, 22 mg (0.033 mmol) bis(triphenylphosphine)-palladium-(II)-chloride, 12 mg (0.066 mmol) copper-(I)-iodide, 80 μl (0.79 mmol) 2-ethynylpyridine and 731 μl (5.28 mmol) NEt3 in DMF (2 ml) was heated in the microwave (Biotage Initiator) for 10 min to 120° C. The reaction solution was diluted with water and extracted several times with AE. The collected organic phases were washed with brine and dried over MgSO4. After filtering and removal of the solvent in a vacuum, a CC (1.TBME, 2.MeOH) was performed with the residue, whereby 43 mg (0.11 mmol, 17%) N-tert-butyl-6-(5-(pyridine-2-ylethynyl)thiazole-2-yl)imidazo[2,1-b]thiazole-5-amine was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893069B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-429dff4da41642afa15a15ae69f51030 |
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| Source note | uspto-grants-2011_02 |
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