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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852972Generated: October 26, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86685304, compound

https://huagongshe.com/reaction/1852972

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantDimethyl glutaconateHCID 5271579—
Reactant7-(1-methyl-1H-pyrazol-4-yl)-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidineHCID 67452537—
SolventAcetonitrileHCID 6342—
ProductHCID 86685304HCID 8668530478%

Reaction Conditions

Temperature55 °C

Reaction Steps

7-(1-Methyl-1H-pyrazol-4-yl)-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (Preparation K; 0.165 g, 0.622 mmol) was suspended in CH3CN (5 mL) and (E)-dimethyl pent-2-enedioate (0.295 g, 1.87 mmol) was added followed by DBU (0.0947 g, 0.622 mmol). The reaction was warmed to 55° C. and heated for 9 hours. The reaction was then cooled and concentrated. The residue was purified on silica gel (1-4% methanol in DCM) to afford dimethyl 3-(4-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)-1H-pyrazol-1-yl)pentanedioate (205 mg, 78% yield). MS (apci) m/z=424.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962596B2
Source datasetuspto-grants-2015_02
ORD IDord-8f4a3ad5566d4146abd7e9b2d9b8e9e3
Source noteuspto-grants-2015_02