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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259179Generated: October 26, 2026

Trifluoroacetic acid → Methyl 3-(aminosulfonyl)-1-methyl-1H-pyrrole-2-carboxylate

https://huagongshe.com/reaction/2259179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl 3-[[(1,1-dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylateHCID 19693837—
CatalystGoldHCID 23985—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-(aminosulfonyl)-1-methyl-1H-pyrrole-2-carboxylateHCID 15790324—

Reaction Steps

To a solution of 3.53 g of methyl 3-[[(1,1-dimethylethyl)amino]sulfonyl]-1-methyl-1H-pyrrole-2-carboxylate in 40 mL of methylene chloride under an nitrogen atmosphere was added 80 mL of trifluoroacetic acid (TFA). The gold solution was stirred at room temperature overnight ca. 16 hours. The gold solution was concentrated to an oily residue. Diethyl ether was added to the residue and removed by evaporation to remove residual TFA. The resulting solid was suspended in diethyl ether and filtered affording the title compound as a tan solid, m.p. 105°-107° C. 1H NMR (Acetone-d6, 200 MHz.) δ: 7.01(d,1H), 6.51(d,1H), 6.28(bs,2H), 3.95(s,3H), 3.93(s,3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05472933
Source datasetuspto-grants-1995_12
ORD IDord-2104c484f3b04020b0249e9224872520
Source noteuspto-grants-1995_12