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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466644Generated: November 1, 2026

Diisopropylethylamine → HCID 178522412, compound

https://huagongshe.com/reaction/1466644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantPyrazolo[1,5-a]pyrimidine-3-carbonyl chlorideHCID 19623233—
ReactantHCID 178508049HCID 178508049—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178522412HCID 17852241295%

Reaction Steps

3-(5-chloro-2-cyclopropoxyphenyl)-1H-pyrazol-4-amine (0.2 g, 0.8 mmol) was dissolved in 15 mL of anhydrous THF. Pyrazolo[1,5-a]pyrimidine-3-carbonyl chloride (0.17 g, 0.96 mmol) was added followed by DIPEA (0.2 g, 1.6 mmol). The mixture was stirred at room temperature for 2 h, then evaporated to dryness. The residue was purified by silica gel chromatography (EtOAc as eluant) to afford 0.3 g of the title compound. Yield: 95%. 1H NMR (DMSO-d6, 400 MHz) δ: 12.93 (d, 1H), 9.56 (d, J=5.2 Hz, 1H), 9.34 (d, J=7.2 Hz, 1H), 8.75-8.74 (m, 1H), 8.65 (s, 1H), 8.22 (s, 0.5H), 8.05 (s, 0.5H), 7.55-7.25 (m, 4H), 3.97-3.94 (m, 1H), 0.70-0.44 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999998B2
Source datasetuspto-grants-2015_04
ORD IDord-03da5a3262cd45168dd20c9bd2142ae9
Source noteuspto-grants-2015_04