HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-ethyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Carbonic acid-guanidine (1:1) | HCID 286947 | — |
| Reactant | (1H-pyrrolo[2,3-b]pyridin-3-yl)pent-2-yn-1-one | HCID 58217085 | — |
| Solvent | 2-Methoxyethanol | HCID 8019 | — |
| Product | 4-ethyl-6-(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546390B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-430dadd9d6854c46b6b6b8fdcae008b2 |
| Source note | uspto-grants-2013_10 |