Reaktion #637829

Reaktionsgleichung

6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid

TBTU

triethylamine

4-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine

→

title compound

Ausbeute 48.0%

6-Bromo-2-[(4-methyl-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)carbonyl]pyrazolo[1,5-a]pyrimidine

Ausbeute 48.0%

Lösungsmittel

acetonitrile

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITat room temperature for 8 h
2. 2
   FiltrationThe precipitate is filtered
3. 3
   Waschenwashed sequentially with 50% aqueous ethanol, water, 5% aqueous ammonia, and diethyl ether
4. 4
   Sonstigedried

Vorschrift

To a solution of 6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (0.7 g, 2.9 mmol, 1.0 equiv) and TBTU (1.0 g, 3.1 mmol, 1.1 equiv) in dry acetonitrile (20 mL), triethylamine (1 mL, 7.25 mmol, 2.5 equiv) and 4-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine (0.45 g, 2.9 mmol, 1 equiv) are added. The reaction mixture is stirred at 50° C. for 2 h and then at room temperature for 8 h. The reaction mixture is diluted with water (10 ml). The precipitate is filtered, washed sequentially with 50% aqueous ethanol, water, 5% aqueous ammonia, and diethyl ether, and then dried to provide 0.524 g of the title compound.

Quelle