HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde | HCID 19698531 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 8-{2-[(2-Methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-methanol | HCID 9865663 | 72.7% |
Reaction Steps
A suspension of 3.7 g (9.3 mmol) of 8-{2-[(2-methoxyethoxy)carbonylamino]-6-methylbenzyloxy}-2-methylimidazo[1,2-a]pyridine-3-carboxaldehyde in 40 ml of methanol is treated at RT with 362 mg (9.3 mmol) of 97% sodium borohydride and stirred for 75 min. It is added to ice/water, extracted with dichloromethane and concentrated in a Rotavapor. The residual oil is crystallized using 5 ml of isopropyl alcohol, 5 ml of toluene and diisopropyl ether. 2.7 g (72.7%) of the title compound of m.p. 121°-123° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719161 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-5082e12247ab4fa393ca35242d320088 |
| Source note | uspto-grants-1998_02 |