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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474055Generated: October 30, 2026

Trifluoroacetic acid → (R)-2-[(RS)-2-amino-2-(6-bromo-pyridin-2-yl)-propoxy]-3,3,3-trifluoro-2-methyl-propionitrile

https://huagongshe.com/reaction/474055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[(RS)-1-(6-Bromo-pyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methyl-ethoxy)-1-methyl-ethyl]-carbamic acid tert-butyl esterHCID 86715548—
SolventDichloromethaneHCID 6344—
Product(R)-2-[(RS)-2-amino-2-(6-bromo-pyridin-2-yl)-propoxy]-3,3,3-trifluoro-2-methyl-propionitrileHCID 86668027—

Reaction Steps

A solution of [(RS)-1-(6-bromo-pyridin-2-yl)-2-((R)-1-cyano-2,2,2-trifluoro-1-methyl-ethoxy)-1-methyl-ethyl]-carbamic acid tert-butyl ester (0.456 g, 1.008 mmol) and TFA (1.554 ml, 2.299 g, 20.17 mmol) in DCM (5 ml) was stirred at rt for 30 min, concentrated and triturated with 7N NH3/MeOH at rt for 20 min and again concentrated to give the title compound that was used for the next step without further purification. HPLC RtH4=0.69, 0.73 min (diastereomers); ESIMS: 352, 354 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637508B2
Source datasetuspto-grants-2014_01
ORD IDord-058b6cadb3e040dfa1f5388f4b376f6d
Source noteuspto-grants-2014_01