HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(2-Chloropyridin-4-yl)-2,4-diazabicyclo[3.1.0]hexan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Benzyl 4-(2-chloropyridin-4-yl)-3-oxo-2,4-diazabicyclo[3.1.0]hexane-2-carboxylate | HCID 86729664 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 2-(2-Chloropyridin-4-yl)-2,4-diazabicyclo[3.1.0]hexan-3-one | HCID 86729665 | 83% |
Reaction Steps
A solution of benzyl 4-(2-chloropyridin-4-yl)-3-oxo-2,4-diazabicyclo-[3.1.0]hexane-2-carboxylate (I-30b: 20.0 mg, 0.058 mmol) in 3.0 mL of 6N HCl was heated to 100° C. for 1 hour. The resulting mixture was basified with 1N NaOH. The reaction mixture was cooled and partitioned between ethyl acetate and water. The organic layer was concentrated and washed with hexane to afford 10 mg of the product (83% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029399B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-6c8dc0decbcd4ca8b84e043e6063eb9d |
| Source note | uspto-grants-2015_05 |