HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 5-ethyl-6-(5-(hydroxymethyl)-6-methyl-6H-thieno[2,3-b]pyrrol-2-yl)-2-methoxynicotinate → methyl 5-ethyl-6-(5-formyl-6-methyl-6H-thieno[2,3-b]pyrrol-2-yl)-2-methoxynicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 5-ethyl-6-(5-(hydroxymethyl)-6-methyl-6H-thieno[2,3-b]pyrrol-2-yl)-2-methoxynicotinate | HCID 71281796 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl 5-ethyl-6-(5-formyl-6-methyl-6H-thieno[2,3-b]pyrrol-2-yl)-2-methoxynicotinate | HCID 89421794 | 82% |
Reaction Steps
To solution of methyl 5-ethyl-6-(5-(hydroxymethyl)-6-methyl-6H-thieno[2,3-b]pyrrol-2-yl)-2-methoxynicotinate (0.233 g, 0.75 mmol) in DCM (8 mL) was added activated MnO2 (0.60 g+0.60 g+0.30 g, 6.20+6.20+3.10 mmol) in 3 portions with 30 min intervals. Reaction was monitored by LC/MS. Upon complete consumption of starting material MnO2 was filtered and washed with DCM. Mother liquor was concentrated affording methyl 5-ethyl-6-(5-formyl-6-methyl-6H-thieno[2,3-b]pyrrol-2-yl)-2-methoxynicotinate (0.192 g, 82%) as solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409905B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-5d8d4a3c16724735bdacb4949a213d2e |
| Source note | uspto-grants-2016_08 |