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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627021Generated: October 29, 2026

Trifluoroacetic acid → HCID 117871497, compound

https://huagongshe.com/reaction/627021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 131735249HCID 131735249—
SolventDichloromethaneHCID 6344—
ProductHCID 117871497HCID 11787149770.8%

Reaction Steps

For Intermediate 4: In a 100 mL round-bottomed flask, tert-butyl (R)-(1S)-1-cyclohexyl-2-oxo-2-(2-(phenylcarbamoyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)ethylcarbamate (100 mg, 209 μmol, Eq: 1.00) was combined with DCM (2 mL) to give a colorless solution. TFA (2 mL, 26.0 mmol, Eq: 124) was added and the reaction was stirred for 1 h. The crude reaction mixture was concentrated in vacuo. The residue was dissolved in DCM (20 mL) and washed with saturated aqueous NaHCO3 (5 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to give (R)-1-((S)-2-amino-2-cyclohexyl-acetyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid phenylamide as a white solid (56 mg), m/z=379 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309248B2
Source datasetuspto-grants-2016_04
ORD IDord-32e0c00cf9f841b6bdf540f8c3cbfca4
Source noteuspto-grants-2016_04