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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035475Generated: October 26, 2026

Potassium Carbonate → 4-ethyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamine

https://huagongshe.com/reaction/1035475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantCarbonic acid-guanidine (1:1)HCID 286947—
Reactant(1H-pyrrolo[2,3-b]pyridin-3-yl)pent-2-yn-1-oneHCID 58217085—
Solvent2-MethoxyethanolHCID 8019—
Product4-ethyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamineHCID 25164369—

Reaction Steps

2.2 2.1 g (15.12 mmol) of potassium carbonate are added to a solution of 600 mg (3.03 mmol) of (1H-pyrrolo[2,3-b]pyridin-3-yl)pent-2-yn-1-one and 660 mg (3.66 mmol) of guanidine carbonate in 10 ml of ethylene glycol monomethyl ether, and the mixture is heated at the boil for 4 hours. After cooling, the mixture is partitioned between water and ethyl acetate. The organic phase is dried over sodium sulfate, evaporated, and the residue is chromatographed using preparative HPLC, giving 4-ethyl-6-(1H-pyrrolo-[2,3-b]pyridin-3-yl)pyrimidin-2-ylamine (“A5”) as colourless solid; ESI 240;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546390B2
Source datasetuspto-grants-2013_10
ORD IDord-430dadd9d6854c46b6b6b8fdcae008b2
Source noteuspto-grants-2013_10