HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-[3-(Benzyloxycarbonylamino-methyl)-piperidin-1-yl]-thiazole-4-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 2-bromo-1,3-thiazole-4-carboxylate | HCID 353965 | — |
| Reactant | Piperidin-3-ylmethyl-carbamic acid benzyl ester | HCID 21104689 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[3-(Benzyloxycarbonylamino-methyl)-piperidin-1-yl]-thiazole-4-carboxylic acid ethyl ester | HCID 69410942 | — |
Reaction Steps
To a stirred solution of piperidin-3-ylmethyl-carbamic acid benzyl ester (43 mg, 0.17 mmol) in CH3CN (5 mL), at RT under N2, K2CO3 (26 mg, 0.19 mmol) and 2-bromo-thiazole-4-carboxylic acid ethyl ester (41 mg, 0.17 mmol) were added. The resulting mixture was heated at reflux for 29 h. The solvent was evaporated in vacuo. The residue was treated with a saturated solution of NH4Cl (aq) (10 mL) and extracted with EtOAc (10 mL). The organic layer was separated, dried over Na2SO4, filtered and the solvent evaporated in vacuo. The residue was purified by flash chromatography on silica gel (1:2, EtOAc:hexane) to yield the title compound as a colorless oil. MS m/z: 404.2 (M+H). Calc'd. for C20H25N3O4S-403.50.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196104B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-c53d3e810b5e4b51b0b8b3464572d4d4 |
| Source note | uspto-grants-2007_03 |