HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58442093, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1H-Pyrrolo(2,3-b)pyridine | HCID 9222 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86628949 | HCID 86628949 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58442093 | HCID 58442093 | 51.3% |
Reaction Steps
To 1H-Pyrrolo[2,3-b]pyridine (1, 465 mg, 3.93 mmol) in methanol (50 mL) were added sodium hydroxide (0.630 g, 0.0157 mol) and (4-chloro-benzyl)-(6-chloro-5-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (541, 1.5 g, 0.0039 mol). The reaction was stirred at room temperature overnight, then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give the desired compound (542, 1.0 g, 51%). MS (ESI) [M+H+]+=499.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169250B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-fe2f313b9350498ea3fc68257b13ab18 |
| Source note | uspto-grants-2015_10 |