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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630479Generated: October 25, 2026

Water → Methyl 1-(5-(2-fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indole-6-carboxylate

https://huagongshe.com/reaction/630479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-methyl-1H-indole-6-carboxylateHCID 21938240—
ReactantHCID 46312056HCID 46312056—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl 1-(5-(2-fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indole-6-carboxylateHCID 118676893—

Reaction Conditions

Temperature100 °C

Reaction Steps

Potassium carbonate (1.61 g, 11.6 mmol) and DMAP (0.18 g, 1.45 mmol) were added to a solution of methyl 3-methyl-1H-indole-6-carboxylate (1.1 g, 5.81 mmol) and 2-chloro-5-(2-fluorophenyl)-pyrimidine (1.21 g, 5.81 mmol) in dry DMSO (10 mL). The solution was stirred at 100° C. for 1 h, then cooled to room temperature and slowly poured into vigorously stirred water (100 mL). The precipitating solid was filtered off, washed with water and dried in vacuum. Light-brown solid. Yield: 1.89 g (80% chemical purity). HPLC-MS: m/z [M+H]+=362.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315490B2
Source datasetuspto-grants-2016_04
ORD IDord-468f9f27d5c44e8a9c7395e65b0e6f86
Source noteuspto-grants-2016_04