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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104422Generated: October 27, 2026

Methylamine → Methyl 5-methyl-5,6-dihydro-4H-thieno[2,3-c]pyrrole-2-carboxylate

https://huagongshe.com/reaction/2104422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantMethyl 4,5-bis(chloromethyl)thiophene-2-carboxylateHCID 11096691—
SolventAcetonitrileHCID 6342—
ProductMethyl 5-methyl-5,6-dihydro-4H-thieno[2,3-c]pyrrole-2-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576135B2
Source datasetuspto-grants-2009_08
ORD IDord-b6bdf4364ec04d5b8ff19af3547de3ba
Source noteuspto-grants-2009_08