HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → (2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)cyclohexane-1,2-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1S,2S)-2-Aminocyclohexanecarboxylic Acid | HCID 7128323 | — |
| Reactant | 5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine | HCID 57597747 | — |
| Reactant | 5-Chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine | HCID 67285321 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Acetonitrile tetrahydrofuran | HCID 22177404 | — |
| Product | (2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)cyclohexane-1,2-diol | HCID 86762729 | — |
Reaction Steps
(1S,2S)-2-aminocyclohexanecarboxylic acid, iPr2NEt, Na2CO3, THF—CH3CN (3:1), 135° C. microwave; (b) 1N LiOH, THF, microwave, 120° C.; (c) 4NHCl-dioxane, EtOH, 70° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829007B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e79844658335406a8e421738f1a78092 |
| Source note | uspto-grants-2014_09 |