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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958330Generated: October 26, 2026

Diisopropylethylamine → Ethyl 1-ethyl-5-(2-phenylimidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/1958330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant2-Phenylimidazo[1,2-A]pyrimidin-7-amineHCID 50878390—
Reactant2-Ethyl-2H-pyrazole-3,4-dicarboxylic acid 4-ethyl esterHCID 67041808—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductEthyl 1-ethyl-5-(2-phenylimidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylateHCID 5346780613%

Reaction Steps

TBTU (1.1 g) and diisopropylethylamine (1.1 g) were added to a solution of 2-ethyl-2H-pyrazole-3,4-dicarboxylic acid 4-ethyl ester (610 mg) in DMF (7 ml), and the mixture was stirred for 30 min at RT. 2-Phenyl-imidazo[1,2-a]pyrimidin-7-ylamine (example 1, step 1, 725 mg) was added to the light yellow solution, and the mixture was stirred over the weekend at RT. Water (15 ml) was added, and the mixture was stirred for an additional 15 min. For purification, the precipitate was suspended in DMF (5 ml) and water (10 ml), and filtered; this process was repeated 4 times. The thus obtained title compound (150 mg, 13%) was dried under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410117B2
Source datasetuspto-grants-2013_04
ORD IDord-fc1bbf507ec943cdbbac17e390bf1a27
Source noteuspto-grants-2013_04