HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66953519, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 178491142 | HCID 178491142 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66953519 | HCID 66953519 | 38.7% |
Reaction Steps
1,8-Diazabicyclo[5.4.0]undec-7-ene (0.31 mL, 2.0 mmol) was added dropwise to a solution of 2-fluoro-N′-hydroxy-3-iodo-N-(4-methoxybenzyl)-4-methylbenzimidamide (preparation 23a, 0.80 g, 1.9 mmol) in tetrahydrofuran (10 mL). The mixture was then heated under microwave conditions (“Initiator sixty” from Biotage®) at 150° C. for 4 hours under an argon atmosphere. The mixture was then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried (MgSO4) and evaporated. The residue was purified by flash chromatography (10:1 to 4:1 hexanes/ethyl acetate) to give the title compound (0.29 g, 38%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450341B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-96800e36c02245e09e25639bcf089664 |
| Source note | uspto-grants-2013_05 |