HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → 4-(2-azidoethyl)-7-iodo-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-(7-Iodo-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl)ethyl methanesulfonate | HCID 86732551 | — |
| Solvent | acetonitrile N,N-dimethylformamide | HCID 21891449 | — |
| Product | 4-(2-azidoethyl)-7-iodo-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one | HCID 86732552 | 76.9% |
Reaction Steps
2-(7-iodo-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl)ethyl methanesulfonate (0.150 g, 0.39 mmol) was reacted with sodium azide (0.076 g, 1.17 mmol) in ACN/DMF (4 ml, 1:1 ratio) for 4 hours at 80° C. under N2. The solvents were removed under vacuum, the residue was partitioned between water and DCM. The organic phase was dried (Na2SO4), filtered and evaporated, yielding the title compound as a white solid (0.097 g, 0.30 mmol, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181258B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-2e5e7dfba6f242b5a3a7ea5b5d1df8e5 |
| Source note | uspto-grants-2015_11 |