Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | N,N-Diethyl-2-propanamine | HCID 521913 | — |
| Reactant | Ethyl 2-chlorothiazole-4-carboxylate | HCID 13106141 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 46784126 | HCID 46784126 | 68% |
Reaction Steps
A mixture of ethyl 2-chlorothiazole-4-carboxylate (500 mg, 2.6 mmol), pyrrolidine (210 mg, 2.98 mmol) and diethylisopropyl amine (1 mL) in p-dioxane (5 mL) was heated to 60° C. for 2 h. After cooling to room temperature, the solvent was concentrated in vacuo and the residue purified by flash chromatography (SiO2, 2 to 5% MeOH in CH2Cl2 as eluent) to give the desired compound as a foam (400 mg, 68% yield, which was used directly for the next step). MS: (ES) m/z 227.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09169261B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-880218f039a4454d872c50402bff0482 |
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| Source note | uspto-grants-2015_10 |
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