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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524966Generated: October 31, 2026

Diisopropylethylamine → HCID 86721025, compound

https://huagongshe.com/reaction/524966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 86721023HCID 86721023—
Reactant1H-benzo[d][1,2,3]triazol-1-yl 2-amino-6-(cyanomethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylateHCID 90199892—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 86721025HCID 86721025—

Reaction Steps

TBTU (154.5 mg, 0.4812 mmol) and DIPEA (82.92 mg, 111.8 μL, 0.6416 mmol) were added to a solution of 2-amino-6-fluoro-N-[4-(4-piperidyl)-3-pyridyl]pyrazolo[1,5-a]pyrimidine-3-carboxamide (114 mg, 0.3208 mmol) and 1-methylpiperidine-4-carboxylic acid (Hydrochloric Acid (1)) (69.16 mg, 0.3850 mmol) in NMP (2.280 mL) and the resulting solution stirred at RT for 2 h. Passed through an SCX cartridge flushing the desired product with 2M ammonia in methanol and the filtrate concentrated in vacuo. The residue was purified by fractionlynx HPLC and the product fractions combined and freeze dried to leave 2-amino-6-fluoro-N-(4-(1-(1-methylpiperidine-4-carbonyl)piperidin-4-yl)pyridin-3-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide as a yellow crystalline solid. MS (ES+) 481.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340546B2
Source datasetuspto-grants-2016_05
ORD IDord-6f6470b5f4134df0b4ef07a389513224
Source noteuspto-grants-2016_05