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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2092873Erstellt: 25. Oktober 2026

Trifluoroacetic acid → Trifluoroacetic acid

https://huagongshe.com/reaction/2092873

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
Edukttert-Butyl (5-(6-(((1R,2S)-2-((tert-butoxycarbonyl)amino)cyclohexyl)amino)-2-(2,4-dimethoxybenzyl)-7-fluoro-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yl)-1,3-thiazol-2-yl)carbamateHCID 86654741—
ProduktTrifluoroacetic acidHCID 642232%
Produkt6-((1R,2S)-2-Aminocyclohexylamino)-4-(2-aminothiazol-5-yl)-7-fluoro-1H-pyrrolo[3,4-c]pyridin-3(2H)-oneHCID 86654742—

Reaktionsschritte

A solution of tert-butyl (5-(6-(((1R,2S)-2-((tert-butoxycarbonyl)amino)cyclo-hexyl)amino)-2-(2,4-dimethoxybenzyl)-7-fluoro-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yl)-1,3-thiazol-2-yl)carbamate (41.5 mg, 0.058 mmol) in TFA (5 mL) was heated to 65° C. for 3 h. After removal of the solvent, the resulting crude material was reconstituted in MeOH/DMF (6.0 mL) and purified via preparative HPLC eluting with water (0.05% TFA) and ACN (10-20% gradient, 0.035% TFA). The collected fractions were stripped to dryness via rotary evaporation to yield the title compound as a TFA salt (6.7 mg, 32%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.12-2.11 (m, 9H), 3.73 (br s, 2H), 4.19 (d, J=3.79 Hz, 1H), 4.41 (d, J=3.03 Hz, 2H), 6.95 (d, J=3.03 Hz, 1H), 7.77 (br s, 2H), 8.44 (s, 1H), 8.93 (s, 1H). [M+H] calc'd for C16H19FN6OS, 363. found, 363.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08440689B2
Quelldatensatzuspto-grants-2013_05
ORD IDord-bd5506ab26b54e9b8aec0458a6597b82
Quellennotizuspto-grants-2013_05