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 | 4-Methoxy-3-(2,2,2-trifluoroethoxy)benzaldehyde | HCID 12647500 | — |
| Product | HCID 66678389 | HCID 66678389 | — |
Reaction Steps
1H-Pyrrolo[2,3-b]pyridine (0.2 g, 1.8 mmol), 4-methoxy-3-(2,2,2-trifluoro-ethoxy)-benzaldehyde (562, 0.4 g, 1.9 mmol) and potassium hydroxide (0.5 g, 9.6 mmol) were combined in methanol (20 mL). The reaction was heated to 50° C. under an atmosphere of nitrogen and stirred for two days. The reaction was poured into water, extracted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The compound was isolated by silica gel column chromatography eluting with 40% to 75% ethyl acetate in hexanes to give orange oil (563, 0.2 g, 31%). MS (ESI) [M+H+]+=367.2 [M−H+]−=365.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415469B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-a03cd15b4d23430da96106a3a07ea346 |
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| Source note | uspto-grants-2013_04 |
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