HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-butyl 4-(4-bromo-1H-pyrrolo[2,3-b]pyridin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,1-dimethylethyl 4-[4-bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]-3,6-dihydro-1(2H)-pyridinecarboxylate | HCID 69001059 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | tert-butyl 4-(4-bromo-1H-pyrrolo[2,3-b]pyridin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate | HCID 118274390 | — |
Reaction Steps
A mixture of Example 135C (3.00 g, 5.63 mmol) and 20% sodium hydroxide in water (2.5 mL, 5.63 mmol) in dioxane (35 mL) was heated at 90° C. for 6 hours. The solvent was evaporated. The residue was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over MgSO4, and filtered. The filtrate was concentrated to about 10 mL. The solid material was filtered, washed with ethyl acetate and dried to provide the title compound. MS (ESI+) m/z 378 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328112B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-f487124ff06c443f8af02adf241386ac |
| Source note | uspto-grants-2016_05 |