HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 178458524, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 178458528 | HCID 178458528 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 178458524 | HCID 178458524 | 96% |
Reaction Steps
A solution of {2-[5-(benzyloxy)-2-isopropoxyphenyl]-3H-imidazo[4,5-b]pyridin-5-yl}methanol (0.11 g) and thionyl chloride (0.1 g) in chloroform (10 ml) was heated under reflux for 3 hr. The reaction mixture was concentrated, and saturated aqueous sodium hydrogencarbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and concentrated to give the title compound (0.11 g, yield 96%) as colorless crystals. purity 85%. M+H: 408. 1H NMR (CDCl3) δ: 1.51 (6H, d, J=6.0 Hz), 3.97-4.15 (2H, m), 4.72-4.81 (1H, m), 5.16 (2H, s), 7.00-7.06 (1H, m), 7.07-7.12 (1H, m), 7.31-7.51 (6H, m), 8.07 (1H, d, J=7.9 Hz), 8.20 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124617B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-b227f8ec508149558ed241bddd4a71f0 |
| Source note | uspto-grants-2012_02 |