HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → benzyl 4-amino-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | benzyl 4-[(2,4,4-trimethylpentan-2-yl)amino]-1H-pyrrolo[3,2-c]pyridine-1-carboxylate | HCID 71061424 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | benzyl 4-amino-1H-pyrrolo[3,2-c]pyridine-1-carboxylate | HCID 71061834 | 96.4% |
Reaction Steps
Trifluoroacetic acid (10 ml) was added drop wise to an ice-cooled suspension of benzyl 4-[(2,4,4-trimethylpentan-2-yl)amino]-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (5 g, 9.7 mmol, Step c) in dichloromethane (30 mL). The reaction mixture was stirred at room temperature for 4 hours. Upon completion, the reaction mixture was concentrated under vacuum and the residue was stirred in excess aqueous ammonia solution. The precipitated solid was filtered under suction, washed with water and dried to yield benzyl 4-amino-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (2.5 g, 95%) as off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09364466B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-5350527cfb6141848b5de12fc503520f |
| Source note | uspto-grants-2016_06 |