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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947057Generated: October 25, 2026

Water → 1-(2-butylsulfanyl-pyrimidin-4-yl)-1H-indole-3-carboxylic acid amide

https://huagongshe.com/reaction/1947057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1H-indole-3-carboxamideHCID 2192542—
Reactant2-Butylsulfanyl-4-chloro-pyrimidineHCID 59743497—
SolventDimethylformamideHCID 6228—
Product1-(2-butylsulfanyl-pyrimidin-4-yl)-1H-indole-3-carboxylic acid amideHCID 6930844998.8%

Reaction Steps

NaH (480 mg, 12 mmol, 60% suspension) was added to a solution of 1H-indole-3-carboxylic acid amide (1.6 g, 10 mmol) in DMF (5 mL) at 0° C. and stirred for 20 min. A solution of 2-butylsulfanyl-4-chloro-pyrimidine (2.23 g) in DMF (5 mL) was added at 0° C., and the mixture allowed to warm to RT overnight. Water was added to the mixture, and the resulting white solid filtered off, washed with water (20 mL) and DCM (20 mL) and air-dried overnight to provide 1-(2-butylsulfanyl-pyrimidin-4-yl)-1H-indole-3-carboxylic acid amide (3.224 g, 98.77% yield) as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399462B2
Source datasetuspto-grants-2013_03
ORD IDord-c39dde2ab05640d4a63ddff920e05a50
Source noteuspto-grants-2013_03