HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-methoxy-1H,2H,3H-pyrrolo[2,3-c]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-butyl 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine-1-carboxylate | HCID 67133755 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-methoxy-1H,2H,3H-pyrrolo[2,3-c]pyridine | HCID 23434035 | 87.3% |
Reaction Steps
To 500 mg of tert-butyl 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine-1-carboxylate was added 1.5 mL of trifluoroacetic acid, followed by stirring at room temperature for 0.5 hours. The reaction liquid was poured into ice water, and neutralized with a 1 M aqueous sodium hydroxide solution, then chloroform was added thereto, and the aqueous layer was separated. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated to obtain 262 mg of 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08357688B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-2642cfdb89c849af93c95979bf86ebcb |
| Source note | uspto-grants-2013_01 |