HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 5-Bromo-2-(1-pyrrolidinyl)thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,5-Dibromothiazole | HCID 312394 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-2-(1-pyrrolidinyl)thiazole | HCID 45787555 | 108.4% |
Reaction Steps
4 batches of 2,5-dibromo-1,3-thiazole (250 mg, 1.029 mmol), pyrrolidine (0.089 mL, 1.081 mmol) and DIPEA (0.225 mL, 1.286 mmol) in THF (2.5 mL) were heated in a microwave at 120° C. for 15 minutes. All 4 batches were combined and evaporated to dryness. The residues were purified on silica eluting with cyclohexane and ethyl acetate (0-100%). The appropriate fractions were combined and evaporated to dryness producing the title compound (260 mg). LCMS (A): m/z (M+H)+ 233/235, C7H9BrN2S requires 232/234 (acidic).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877742B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-0ee0ed5dac2e4811846d24eb40cab300 |
| Source note | uspto-grants-2014_11 |