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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216641Generated: October 29, 2026

Dimethylformamide → HCID 59189778, compound

https://huagongshe.com/reaction/216641

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThiomorpholineHCID 67164—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 16122022HCID 16122022—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductHCID 59189778HCID 5918977845%

Reaction Steps

Acetic acid (0.060 mL), thiomorpholine (0.12 mL, 1.2 mmol) and sodium cyanoborohydride (0.077 g, 1.2 mmol) were added to a solution of 2-aminocarbonylamino-6-formylindole-3-carboxamide (Compound 17-1, 0.10 g, 0.41 mmol) in anhydrous N,N-dimethylformamide (6 mL), and the mixture was stirred at room temperature overnight. Saturated sodium hydrogen carbonate aqueous solution (5 mL) and water (20 mL) were added to the reaction mixture, and the whole was extracted with ethyl acetate (30 mL). The organic layer was washed with brine (20 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resultant solid was washed with chloroform (2 mL), diethyl ether (2 mL), and dried under reduced pressure to give the title compound (0.062 g) as a colorless solid (yield 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193237B2
Source datasetuspto-grants-2012_06
ORD IDord-25e2e5766b6a475a9ef3ffd30df94b6d
Source noteuspto-grants-2012_06