HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Formyl-8-hydroxy-2-methylimidazo[1,2-a]pyridine | HCID 23294187 | — |
| Reactant | 2-Methoxyethyl 2-chloromethyl-3-methylphenylcarbamate | HCID 53835417 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde | HCID 19698531 | 86.5% |
Reaction Steps
A mixture of 2.0 g (11.35 mmol) of 8-hydroxy-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde, 1.2 g of anhydrous sodium carbonate, 0.17 g (1.14 mmol) of sodium iodide and 3.3 g (12.8 mmol) of 2-methoxyethyl 2-chloromethyl-3-methylphenylcarbamate in 30 ml of acetone is stirred at RT for 24 h and poured onto 200 ml of ice-water. The precipitate is filtered off, dried and recrystallized from toluene/diisopropyl ether. 3.9 g (86.5%) of the title compound of m.p. 119°-120° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719161 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-b0fc08656715420f8288fdcc1f33f65c |
| Source note | uspto-grants-1998_02 |