Ethyl 3-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylate → HCID 59648579, compound

HRID 1363304Notes

Reaction equation

HRID 1363304 reaction equation
Br[C:2]1[C:6]2[NH:7][C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:9][C:5]=2[O:4][CH:3]=1.[Cl:15]C1C2NC(C(OCC)=O)=CC=2SC=1>CCCCCCC.CCOC(C)=O>[Cl:15][C:2]1[C:6]2[NH:7][C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:9][C:5]=2[O:4][CH:3]=1

Participants

4

Reactant 2

HCID 57348924Ethyl 3-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylateHCID 59648581Ethyl 3-bromo-4H-furo[3,2-b]pyrrole-5-carboxylate

Product 1

HCID 59648579HCID 59648579, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was synthesized from ethyl 3-bromo-4H-furo[3,2-b]pyrrole-5-carboxylate (200 mg, 0.774 mmol) using the conditions to synthesize ethyl 3-chloro-4H-thieno[3,2-b]pyrrole-5-carboxylate. Chromatography (silica gel, heptane/EtOAc) yielded ethyl 3-chloro-4H-furo[3,2-b]pyrrole-5-carboxylate (70 mg, 42% yield).

Sources & evidence

ORD record
ord-4b159802e4c2467d91b226eb472f5f8f
Source dataset
uspto-grants-2011_02
Patent number
US07884124B2

Reaction notes

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