HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → Tert-butyl 2-phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Tert-butyl 5-(bromomethyl)-2-phenylthiazole-4-carboxylate | HCID 67424804 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 2-phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate | HCID 67425601 | 98% |
Reaction Steps
Pyrrolidine (0.5 ml) was added to a solution of tert-butyl 5-(bromomethyl)-2-phenylthiazole-4-carboxylate (1.029 g, 2.90 mmol) and diisopropylethylamine (DIPEA) (1.5 ml) in CH2Cl2 (10 ml). The mixture was stirred at rt for 30 min, concentrated in vacuo and purified by flash chromatography to give tert-butyl 2-phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate as a yellow solid (920 mg, 98% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492401B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-e1c707ba92af412387af45ebd941255f |
| Source note | uspto-grants-2013_07 |