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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527200Generated: October 26, 2026

Sodium hydride → (1-carbamoyl-2-methyl-1H-indol-3-yl)-acetic acid ethyl ester

https://huagongshe.com/reaction/1527200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantChlorosulfonyl isocyanateHCID 70918—
ReactantEthyl 2-methyl-3-indoleacetateHCID 324307—
Product(1-carbamoyl-2-methyl-1H-indol-3-yl)-acetic acid ethyl esterHCID 68283853—

Reaction Steps

The title compound was prepared in a similar manner as described in Scheme A8 Step A starting from (2-methyl-1H-indol-3-yl)-acetic acid ethyl ester [21909-49-9] (1.20 g, 5.52 mmol), NaH (60% in mineral oil, 331 mg, 8.28 mmol) and chlorosulfonylisocyanate (0.959 mL, 11.1 mmol). Purification by flash column chromatography on silica gel (EtOAc/c-hexane 1:4 to 1:1) afforded a yellowish solid. TLC, Rf (EtOAc/c-hexane 1:1)=0.31; MS: 261 [M+H]+; tR (HPLC conditions b) 3.54 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085555B2
Source datasetuspto-grants-2015_07
ORD IDord-0738f16fb56e4d67a76ba2accc8a5b19
Source noteuspto-grants-2015_07