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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1015085Generated: October 30, 2026

Acetonitrile → HCID 24810832, compound

https://huagongshe.com/reaction/1015085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant7-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-6-olHCID 46695—
Reactant6-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acidHCID 771938—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ProductHCID 24810832HCID 2481083221.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 6-bromo-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid (1.4 g, 5.8 mmol, 1.0 equiv) and TBTU (2.0 g, 6.2 mmol, 1.1 equiv) in dry acetonitrile (30 mL) triethylamine (2 mL, 14.5 mmol, 2.5 equiv) is added. 7-Methoxy-1-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ol (1.4 g, 7.25 mmol, 1.25 equiv) is then added. The reaction mixture is stirred at 50° C. for 2 h, then at room temperature for 8 h, and concentrated. The residue is extracted with dichloromethane. The extract is washed with water (20 ml), dried over sodium disulfate, and concentrated. The residue is purified by column chromatography on silica gel (eluent: hexane/ethyl acetate—1/1, Rf 0.3) to provide 0.511 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985753B2
Source datasetuspto-grants-2011_07
ORD IDord-ca3a6728c09d4fdda9f7fdc37a4b36b9
Source noteuspto-grants-2011_07