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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1177539Generated: October 29, 2026

Trifluoroacetic acid → ((2S,4S)-4-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)pyrrolidin-2-yl)methanol

https://huagongshe.com/reaction/1177539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(2S,4S)-tert-butyl 4-(3-fluoro-4-(5-(1-phenylcyclopropyl)-thiazolo[5,4-b]pyridine-2-yl)phenyl)-2-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 67111989—
SolventDichloromethaneHCID 6344—
Product((2S,4S)-4-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)pyrrolidin-2-yl)methanolHCID 44599523—

Reaction Steps

(2S,4S)-tert-butyl 4-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)-2-(hydroxymethyl)pyrrolidine-1-carboxylate (0.084 g, 0.154 mmol) in 2 mL DCM was added trifluoroacetic acid (0.200 mL) After 3 d, the reaction mixture was concentrated, dissolved in DMSO, filtered, and purified by RPHPLC, gradient, 10-100% ACN/TFA in H2O/TFA. Product-containing fractions were concentrated in vacuo to give ((2S,4S)-4-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)pyrrolidin-2-yl)methanol. MS (ESI) m/z: Calculated: 445.2; Observed: 445.8 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842685B2
Source datasetuspto-grants-2010_11
ORD IDord-db4e5e03f2584f5e822d21ecaeef1bd4
Source noteuspto-grants-2010_11