HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 70818317, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 70818461 | HCID 70818461 | — |
| Product | HCID 70818317 | HCID 70818317 | 80% |
Reaction Steps
Acetyl chloride (0.79 mL, 11.1 mmol) was added to anhydrous methanol (7 mL) at 0° C. under nitrogen atmosphere. The mixture was stirred for 10 minutes before adding 2-{imidazo[1,2-a]pyridin-2-yl}-2-[(trimethylsilyl)oxy]acetonitrile (25a) (227 mg, 0.93 mmol). The mixture was stirred 45 minutes at reflux then 1 hour at room temperature. The solution was concentrated in vacuo. The saturated solution of sodium hydrogencarbonate (10 mL) was added to the residue. The aqueous layer was extracted with dichloromethane (2×10 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo to provide the desired ester (25b) (153 mg, 0.74 mmol, 80%) as a yellow solid which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238026B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-9731d2683f774f07bbef6ee010b7774d |
| Source note | uspto-grants-2016_01 |