HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981988Generated: November 2, 2026
Hydrogen Bromide → (1R,4R)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide
https://huagongshe.com/reaction/981988
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | (1R,4R)-2-(4-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane | HCID 14612539 | — |
| Reactant | (1R,4R)-6-benzyl-3,6-diazabicyclo[2.2.1]heptane dihydrobromide | HCID 14612541 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | (1R,4R)-2,5-Diazabicyclo[2.2.1]heptane dihydrobromide | HCID 14612496 | 92% |
Reaction Steps
(1R,4R)-5-phenylmethyl-2,5-diazabicyclo[2.2.1] heptane dihydrobromide. A mixture of (1R,4R)-2-(4-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane (38.95 g, 0.11 mole) in AcOH (500 mL) containing HBr (30% wt) was heated at 70° C. for 18 h. The mixture was allowed to cool and the precipitate that formed was filtered and washed with acetone. The filtrate was concentrated to one-third of the original volume and the resulting solid was combined with the first precipitate to give the title compound (36.55 g, 92%, m.p. 272°-275° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04994460 |
|---|
| Source dataset | uspto-grants-1991_02 |
|---|
| ORD ID | ord-0c78e1b58bc5406885308983ccc0a11e |
|---|
| Source note | uspto-grants-1991_02 |
|---|
