Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67156200 | HCID 67156200 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67156000 | HCID 67156000 | 87.3% |
Reaction Steps
Sodium hydroxide (4.2 mL, 4.2 mmol, 1M in water) was added to a solution of methyl 5-nitro-2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (0.35 g, 1.19 mmol) in THF (6.9 mL) and methanol (1.7 mL) at room temperature. The reaction mixture was heated at 40° C. for 30 minutes. The reaction mixture was then cooled down and treated with water and ethyl acetate. The layers were then separated. The organic layers were washed twice with water, dried over sodium sulfate, filtered, and evaporated to afford 5-nitro-2-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine (0.24 g, 86%), which was carried to the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338452B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-c1864eec90224cdf96c44352f7121318 |
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| Source note | uspto-grants-2012_12 |
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