HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → Methyl 5-methyl-5,6-dihydro-4H-thieno[2,3-c]pyrrole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Methyl 4,5-bis(chloromethyl)thiophene-2-carboxylate | HCID 11096691 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 5-methyl-5,6-dihydro-4H-thieno[2,3-c]pyrrole-2-carboxylate | HCID 22937045 | — |
Reaction Steps
4,5-Bis(chloromethyl)-2-thiophenecarboxylic acid methyl ester (D. J. Zwanenburg and Hans Wynberg, J. Org. Chem., 34, 333-340, (1969)) (520 mg) was dissolved in acetonitrile (600 mL). Methylamine (40% methanol solution, 722 μL) was added thereto, followed by stirring at room temperature for 3 days. The solvent was distilled away under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride:methanol=1:0→19:1), to thereby give the title compound (176 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576135B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-b6bdf4364ec04d5b8ff19af3547de3ba |
| Source note | uspto-grants-2009_08 |