HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 58611967, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | Ethyl (6-bromoimidazo[1,2-a]pyridin-3-yl)acetate | HCID 46839968 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58611967 | HCID 58611967 | 32% |
Reaction Steps
Add 0.5M diisobutylaluminum hydride in toluene (4.6 mL, 2.29 mmol) to a solution of (6-bromo-imidazo[1,2-a]pyridin-3-yl)-acetic acid ethyl ester (0.65 g, 2.29 mmol) and morpholine (5 mL) in THF (40 mL) at −78° C. Gently warm the reaction to room temperature and dilute carefully with methanol. Filter and concentrate the filtrate. Flash chromatography gives the subtitled compound (0.24 g, 32%) as a white solid. MS ES+ m/e 324.0, 326.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07405299B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-5eb284f7f6f34e51a019530a87c698a0 |
| Source note | uspto-grants-2008_07 |