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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934614Generated: October 26, 2026

Hydrochloric Acid → 3-{1-(1,3-Benzodioxol-5-yl)-2-[(2-ethyl-4-methylphenyl)sulfonamido]-2-oxoethyl}-6-(hydroxymethyl)-1-methyl-1h-indole

https://huagongshe.com/reaction/1934614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanaminium, N,N,N-triethyl-, fluoride (1:1)HCID 69582—
Reactant3-{1-(1,3-Benzodioxol-5-yl)-2-[(2-ethyl-4-methylphenyl)sulfonamido]-2-oxoethyl}-6-(triisopropylsilyloxymethyl)-1-methyl-1h-indoleHCID 22467246—
SolventAcetonitrileHCID 6342—
Product3-{1-(1,3-Benzodioxol-5-yl)-2-[(2-ethyl-4-methylphenyl)sulfonamido]-2-oxoethyl}-6-(hydroxymethyl)-1-methyl-1h-indoleHCID 2246724584.5%

Reaction Steps

Tetraethylammonium fluoride (312 mg, 2.18 mmol) was added to a stirred solution of the compound of step (g) (380 mg, 0.55 mmol) in acetonitrile (6 ml) at room temperature under a nitrogen atmosphere. After 12 h the mixture was poured into 1M hydrochloric acid (50 ml) and extracted into ethyl acetate (2×50 ml). The organic fractions were combined, dried (MgSO4) and concentrated in vacuo to give a yellow foam. Flash column chromatography (eluting with 98% dichloromethane/2% methanol) gave the product as a white solid (242 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384070B2
Source datasetuspto-grants-2002_05
ORD IDord-f6f083a5b82c4df0908c2c3aa65c4d23
Source noteuspto-grants-2002_05