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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246240Generated: October 30, 2026

Trifluoroacetic acid → 2-imidazo[1,2-a]pyridin-3-yl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-amide

https://huagongshe.com/reaction/246240

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-Imidazo[1,2-a]pyridin-3-yl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-amideHCID 71285709—
Product2-imidazo[1,2-a]pyridin-3-yl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-amideHCID 71288734—

Reaction Steps

2-Imidazo[1,2-a]pyridin-3-yl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-amide was deprotected using the described two step procedure (TFA followed by aqueous base) followed by chromatography to give 2-imidazo[1,2-a]pyridin-3-yl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyano-azetidin-1-yl)-1-methyl-2-oxo-ethyl]-amide. (ES+): 414. 1H NMR (300 MHz, DMSO-d6) δ: 12.9 (m, 1H, 9.86 (m, 1H) 9.11 (s, 1H) 8.57 (s, 1H) 8.42 (d, 1H) 8.34 (d, 1H) 7.78 (d, 1H) 7.47 (t, 1H) 7.19 (m, 1H) 4.65 (m, 1H) 4.13 (m, 2H) 3.89 (m, 2H) 3.78 (m, 1H) 1.39 (d, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-d4099bea6688422a9c8c2e4fb65afad4
Source noteuspto-grants-2014_02