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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626869Generated: November 1, 2026

Dimethylformamide → Methyl 1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylate

https://huagongshe.com/reaction/626869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantMethyl 7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylateHCID 68276513—
SolventWaterHCID 962—
ProductMethyl 1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylateHCID 6827633095%

Reaction Steps

To a solution of methyl 7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylate (300 mg, 1.55 mmol) in dry DMF (5 mL) K2CO3 (429 mg, 3.10 mmol) and methyl iodide (0.193 mL, 3.10 mmol) were added. The reaction was stirred at room temperature for 3 h, then H2O was added (100 mL) and the product extracted with DCM (3×30 mL). The organic fractions were dried over Na2SO4, filtered, and concentrated in vacuo to give 305 mg (yield: 95%) as light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309253B2
Source datasetuspto-grants-2016_04
ORD IDord-ed0f34c91b4d4a3ea98b8b5feba60a8b
Source noteuspto-grants-2016_04