HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419280Generated: October 30, 2026
2,6-Dibromopyridine → 9-(6-Bromopyridin-2-yl)-3-azaspiro[5.5]undec-8-ene
https://huagongshe.com/reaction/419280
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,6-Dibromopyridine | HCID 12274 | — |
| Reactant | tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate | HCID 51072194 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 9-(6-Bromopyridin-2-yl)-3-azaspiro[5.5]undec-8-ene | HCID 16006433 | — |
Reaction Steps
Was prepared according to method A with the following variation: n-BuLi (1.6 M in hexanes (1.93 mL, 4.82 mmol)) was added drop-wise to a solution of 2,6-dibromopyridine (1.06 g, 4.48 mmol) in dichloromethane (25 mL). The reaction was stirred −78° C. for 30 min. 9-Oxo-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester (300 mg, 1.12 mmol) in dichloromethane (5 mL) was added drop-wise and the mixture was stirred at −78° C. for 1 h. White solid. Mp. 161.3-162.8° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08093388B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-ddc3ebe233a642649bd7903e5dc13537 |
|---|
| Source note | uspto-grants-2012_01 |
|---|