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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1097830Generated: November 1, 2026

Sodium trimethylsilanolate → 6-Chloro-1-methylcarbamoylmethyl-1H-indole-3-carboxylic acid

https://huagongshe.com/reaction/1097830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium trimethylsilanolateHCID 23672319—
Reactant2-[6-Chloro-3-(2,2,2-trifluoro-acetyl)-indol-1-yl]-N-methyl-acetamideHCID 66744288—
Solvent1,2-DichloroethaneHCID 11—
Product6-Chloro-1-methylcarbamoylmethyl-1H-indole-3-carboxylic acidHCID 5975670227%

Reaction Steps

2-[6-Chloro-3-(2,2,2-trifluoro-acetyl)-indol-1-yl]-N-methyl-acetamide was suspensed in DCE and treated with (2.2 eq.) of sodium trimethylsilanolate. After shaking at room temperature for 20 min, the mixture was concentrated in vacuo and purified by prep. HPLC to give the title compound in 27% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143281B2
Source datasetuspto-grants-2012_03
ORD IDord-2a9301d5f3ce4303a72a68cdcb526ac4
Source noteuspto-grants-2012_03