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HRID 77409Erstellt: 24. Oktober 2026

Potassium Phosphate, Tribasic → 6-(1,4-Diazabicyclo[3.2.2]nonan-4-yl)-3-methylthieno[2,3-d]pyrimidin-4(3H)-one

https://huagongshe.com/de/reaction/77409

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium Phosphate, TribasicHCID 62657—
EduktL-ProlineHCID 145742—
Edukt1,4-Diazabicyclo(3.2.2)nonaneHCID 398407—
Edukt6-bromo-3-methylthieno[2,3-d]pyrimidin-4(3H)-oneHCID 68160197—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelMethanolHCID 887—
Produkt6-(1,4-Diazabicyclo[3.2.2]nonan-4-yl)-3-methylthieno[2,3-d]pyrimidin-4(3H)-oneHCID 681600972,1%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 6-bromo-3-methylthieno[2,3-d]pyrimidin-4(3H)-one (70 mg, 0.28 mmol), copper(I) iodide (13.6 mg, 0.071 mmol), L-proline (16.4 mg, 0.143 mmol), 1,4-diazabicyclo[3.2.2]nonane (54.1 mg, 0.428 mmol) and potassium phosphate (132 mg, 0.571 mmol) in DMSO (1 mL) was heated at 90° C. in a sealed vessel for 3 days. The reaction was acidified with acetic acid, diluted with methanol and purified on a scx cartridge (1 g), further purified by acid prep HPLC, passed through a scx cartridge (500 mg) and evaporated to dryness to afford 6-(1,4-Diazabicyclo[3.2.2]nonan-4-yl)-3-methylthieno[2,3-d]pyrimidin-4(3H)-one (1.8 mg, 0.006 mmol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841289B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-577e0f506d014acb9049cec4c76da0ea
Quellennotizuspto-grants-2014_09