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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201795Generated: October 28, 2026

Trifluoroacetic acid → benzyl 4-amino-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

https://huagongshe.com/reaction/2201795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantbenzyl 4-[(2,4,4-trimethylpentan-2-yl)amino]-1H-pyrrolo[3,2-c]pyridine-1-carboxylateHCID 71061424—
SolventDichloromethaneHCID 6344—
Productbenzyl 4-amino-1H-pyrrolo[3,2-c]pyridine-1-carboxylateHCID 7106183496.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364466B2
Source datasetuspto-grants-2016_06
ORD IDord-5350527cfb6141848b5de12fc503520f
Source noteuspto-grants-2016_06