Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 51550Erstellt: 24. Oktober 2026

1,3-Dioxolane-4-methanol → tetrahydro-3-furanyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate

https://huagongshe.com/de/reaction/51550

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,3-Dioxolane-4-methanolHCID 21618—
Eduktphenyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamateHCID 22736249—
LösungsmittelPyridineHCID 1049—
Produkttetrahydro-3-furanyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamateHCID 22736289—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Phenyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (30 mg, 0.065 mmol) was mixed glycerol formal (0.05 mL) in pyridine (0.5 mL). The reaction mixture was heated at 100° C. overnight. The solvent was removed and the residue was purified by preparative reverse phase PHLC to give tetrahydro-3-furanyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (2 mg, 0.004 mmol). 1H NMR (CDCl-d) δ 2.06(m, 4H), 3.66(m, 2H), 3.92(m, 3H), 4.07(m, 6H), 4.79(m, 1H), 4.83(d, J=6.3 Hz, 1H), 4.96(m, 1H), 5.04(d, J=6.3 Hz, 1H), 6.15(vbs, 2H), 6.96 (s, 1H), 7.05(m, 2H), 7.53(s, 1H), 8.15(d, J=8.2 Hz, 1H), 8.22(s, 1H). LC/MS MH30 =471 and 1,3-dioxolan-4-ylmethyl N-(4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl)carbamate(6.0 mg, 0.013 mmol). 1H NMR (CDCl-d) δ 2.06(m, 4H), 3.66(m, 2H), 3.75(m, 1H), 3.92(m, 3H), 4.03(m, 1H), 4.13(m, 1H), 4.34(m, 2H), 4.94(s, 1H), 4.97(m, 1H), 5.10(s, 1H), 5.32(bs, 2H), 6.97(s, 1H), 7.03 (m, 2H), 7.06(d, J=8.2 Hz, 1H), 7.38(s, 1H), 8.15(d, J=7.9 Hz, 1H), 8.31(s, 1H). LC/MS MH30 =471.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06713474B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-9cca8422583e47bc85f38c4d96a347fe
Quellennotizuspto-grants-2004_03