HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)cyclohexyl)pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 68007944 | HCID 68007944 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-((1R,3S)-3-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-pyrimidin-4-ylamino)cyclohexyl)pyrrolidin-2-one | HCID 68009447 | — |
Reaction Steps
A mixture of partially purified 1-((1R,3S)-3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)cyclohexyl)pyrrolidin-2-one, 45d, (0.105 g, 0.180 mmol) in CH3CN (5 mL) was treated with HCl (2 mL of 4 M, 8.00 mmol) in dioxane at 70° C. After 2H, the mixture was cooled to room temperature. Then CH3CN was added and the solid that precipitated was triturated with more CH3CN (3×). Preparative HPLC provided the desired product as the HCl salt (35 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09345708B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-fb1c0e4c65724d11b104c253f08a8835 |
| Source note | uspto-grants-2016_05 |