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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767352Generated: October 26, 2026

Trifluoroacetic acid → 2-Amino-4-{1-[(benzyloxy)carbonyl]-3-piperidinyl}-6-(2-hydroxyphenyl)nicotinic acid

https://huagongshe.com/reaction/1767352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 2-amino-4-{1-[(benzyloxy)carbonyl]-3-piperidinyl}-6-{2-[(4-methoxybenzyl)oxy]phenyl}nicotinateHCID 10232833—
SolventDichloromethaneHCID 6344—
Product2-Amino-4-{1-[(benzyloxy)carbonyl]-3-piperidinyl}-6-(2-hydroxyphenyl)nicotinic acidHCID 135550625147.2%

Reaction Steps

To a solution of tert-butyl 2-amino-4-{1-[(benzyloxy)carbonyl]-3-piperidinyl}-6-{2-[(4-methoxybenzyl)oxy]phenyl}nicotinate (0.95 g, 1.67 mmol) in CH2Cl2 (10 mL) was added trifluoroacetic acid (10 mL), and the stirring was continued at room temperature overnight. The mixture was concentrated under reduced pressure. The residue was diluted with toluene, then concentrated under reduced pressure to remove excess of trifluoroacetic acid by azeotropic distillation to give 2-amino-4-{1-[(benzyloxy)carbonyl]-3-piperidinyl}-6-(2-hydroxyphenyl)nicotinic acid (1.1 g, yield; quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07232909B2
Source datasetuspto-grants-2007_06
ORD IDord-ec256d58a5b547d5830e0a6a17e21809
Source noteuspto-grants-2007_06