HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 2-phenylimidazo[1,2-a]pyridine-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Methyl 2-aminopyridine-4-carboxylate | HCID 236984 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 2-phenylimidazo[1,2-a]pyridine-7-carboxylate | HCID 352572 | — |
Reaction Steps
A mixture of 2-amino-isonicotinic acid methyl ester (5 g, 32 mmol), ω-bromoacetophenone (6.47 g, 32 mmol), NaHCO3 (2.95 g, 35 mmol) and methanol (30 ml) was heated under an atmosphere of argon to reflux (3 h). After cooling, water (20 ml) was added, the mixture was stirred at r.t. (15 min), and filtered. The obtained solid was washed (water, methanol, diethyl ether) and dried under vacuum. The product (6.8 g, 85%) was used in the next step without further purification. MS (m/e)=253.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017604B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-ae0f4d88f6644fb087b81ff743fd291f |
| Source note | uspto-grants-2011_09 |