HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59593308, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1H-Pyrrolo(2,3-b)pyridine | HCID 9222 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 59593274 | HCID 59593274 | — |
| Product | HCID 59593308 | HCID 59593308 | — |
Reaction Steps
To 1H-Pyrrolo[2,3-b]pyridine (1, 90.0 mg, 0.76 mmol) in methanol (30.0 mL) were added (4-chloro-benzyl)-(6-fluoro-5-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (65, 300.0 mg, 0.82 mmol) and potassium hydroxide (720.0 mg, 12.83 mmol) under an atmosphere of nitrogen. The reaction was stirred at room temperature for 2 hours, then poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give the compound (68, 60 mg, 15.9%). MS (ESI) [M+H+]+=495.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722702B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-58cc051c8e23411d8392c3e080061b1f |
| Source note | uspto-grants-2014_05 |