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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875402Generated: October 29, 2026

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

https://huagongshe.com/reaction/875402

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 numberUS08980911B2
Source datasetuspto-grants-2015_03
ORD IDord-427b290fe4f64d818ce45594346bfbdf
Source noteuspto-grants-2015_03