HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → HCID 11681084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 2-(4-Bromophenyl)-4-(chloromethyl)oxazole | HCID 15555114 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11681084 | HCID 11681084 | 51% |
Reaction Steps
2-(4-Bromo-phenyl)-4-chloromethyl-oxazole (See Intermediate 1) (0.321 g, 1.18 mmol), and pyrrolidine (0.639 g, 9.0 mmol) are dissolved in 20 mL tetrahydrofuran and stirred at ambient temperature for 1.5 hours. The reaction is concentrated to an oil and redissolved in diethyl ether which is washed with aqueous sodium bicarbonate, water, separated and dried over sodium sulfate, filtered and concentrated to a dark oil. The oil is purified by flash silica gel chromatography (2% 2M NH3 in MeOH/dichloromethane) to give 0.185 g of the titled compound. MS (m/e) (81Br): 309.1 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-a8e65514e1414b18996a85232f871e97 |
| Source note | uspto-grants-2010_02 |