HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (+)-(1S,2S)-3-formyl-2-methyl-8-(2-hydroxy-1,2,3,4-tetrahydro-1-naphthyloxy)-imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Formyl-8-hydroxy-2-methylimidazo[1,2-a]pyridine | HCID 23294187 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (+)-(1S,2S)-3-formyl-2-methyl-8-(2-hydroxy-1,2,3,4-tetrahydro-1-naphthyloxy)-imidazo[1,2-a]pyridine | HCID 57272523 | 47.1% |
Reaction Steps
580 mg of 3-formyl-8-hydroxy-2-methyl-imidazo[1,2-a]pyridine and 580 mg of (+)-1R,2S-1,2,3,4-tetrahydro-naphthaline-1,2-oxide are reacted, analogously to the method described in Example 21, with 340 mg triethylamine in 43 ml of aqueous methanol (35 ml methanol+8 ml water) at 60° C. After 8 hours the mixture is worked up as described in Example 41. After stirring with petroleum ether and drying in high vacuum, 250 mg of the title compound is isolated. [α]D22 =+38° (c=1, chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05112834 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-b907ca6cbe124c2dbb01347c95236af0 |
| Source note | uspto-grants-1992_05 |