HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 45120738, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Azetidine hydrochloride | HCID 12308726 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 45120738 | HCID 45120738 | 61.4% |
Reaction Steps
To a mixture of 2-imidazolecarboxaldehyde (3.0 g) and azetidine hydrochloride (3.21 g) in anhydrous tetrahydrofuran (180 ml) was added sodium triacetoxyborohydride (9.99 g) followed by glacial acetic acid (1.72 ml). The resultant mixture was stirred at room temperature for 22 h, after which the insoluble material was filtered and washed with ethyl acetate. The filtrate was concentrated under reduced pressure and the residue purified using silica SPE (eluting with DCM, methanol, methanol:20% aqueous ammonia) to give the title compound (2.63 g) as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482374B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-1aac2e76ef484db9b21b09611f1c1c91 |
| Source note | uspto-grants-2009_01 |