Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | HCID 58234936 | HCID 58234936 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58234965 | HCID 58234965 | 49.4% |
Reaction Steps
To a solution of 2-methyl-4-(toluene-4-sulfonyloxy)-thiazole-5-carboxylic acid ethyl ester (2.0 g, 5.865 mmol) in 1,4-dioxane (50 mL) was added benzylamine (1.92 mL, 17.6 mmol) and the mixture was heated at 120° C. for 6 h. The reaction mixture was cooled to RT and partitioned between EtOAc and an aqueous solution of HCl (1 M). The organic layer was isolated, washed with brine, then dried (MgSO4) and concentrated in vacuo. The resultant residue was purified by column chromatography to give the title compound as a yellow solid (0.80 g, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893060B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-14a0919a28ec409f858918f886d8df60 |
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| Source note | uspto-grants-2011_02 |
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