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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008968Generated: October 25, 2026

Trifluoroacetic acid → methyl 5-bromo-6-cyclohexyl-4H-thieno[3,2-b]pyrrole-2-carboxylate

https://huagongshe.com/reaction/1008968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantmethyl 5-bromo-4-(tert-butoxycarbonyl)-6-cyclohexyl-4H-thieno[3,2-b]pyrrole-2-carboxylateHCID 67298537—
SolventDichloromethaneHCID 6344—
Productmethyl 5-bromo-6-cyclohexyl-4H-thieno[3,2-b]pyrrole-2-carboxylateHCID 5867907779%

Reaction Steps

A solution (0.1 M) of methyl 5-bromo-4-(tert-butoxycarbonyl)-6-cyclohexyl-4H-thieno[3,2-b]pyrrole-2-carboxylate (prepared as described in WO2005/023819) in CH2Cl2 was treated with trifluoroacetic acid (1:1). The reaction mixture was stirred at RT for 1 h. All volatiles were evaporated giving a residue that was purified by flash chromatography (PE:EtOAc, 7:3) giving the title compound (79%) as solid. 1H-NMR (400 MHz, DMSO-d6, 300 K, δ) 7.60 (s, 1H), 3.80 (s, 3H), 2.66-2.55 (m, 1H), 1.85-1.20 (m, 10H). MS (ES+) m/z: 342, 344 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973026B2
Source datasetuspto-grants-2011_07
ORD IDord-512700941f8b40fbaea53662ce3bd7dd
Source noteuspto-grants-2011_07