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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870726Generated: October 31, 2026

Potassium Carbonate → HCID 71727039, compound

https://huagongshe.com/reaction/870726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Aminomethylphenylboronic acid hydrochlorideHCID 2734311—
ReactantHCID 86696431HCID 86696431—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
SolventAcetonitrile--water (1/1)HCID 18373917—
ProductHCID 71727039HCID 7172703979.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 1-[2-(3-bromo-imidazo[1,2-b]pyridazin-6-ylamino)-ethyl]-3-tert-butyl-imidazolidin-2-one (75 mg, 0.2 mmol), (4-aminomethylphenyl)boronic acid hydrochloride (49 mg, 0.26 mmol), K2CO3 (83 mg, 0.6 mmol) and dichlorobis(triphenylphosphine)palladium(II) (7 mg, 0.01 mmol) in MeCN/water (2.8 ml/0.7 ml) was heated in a microwave at 150° C. for 15 min. The reaction mixture was diluted with MeCN and filtered. The filtrate was subjected to preparative HPLC to give the titled compound (64.8 mg). 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.26 (s, 9H) 3.24-3.31 (m, 4H) 3.40 (t, J=5.95 Hz, 2H) 3.52 (t, J=5.95 Hz, 2H) 4.17 (s, 2H) 6.70 (d, J=9.70 Hz, 1H) 7.54-7.63 (m, 3H) 7.77 (s, 1H) 8.19-8.23 (m, 2H) 8.56 (s, 1H). LRMS (ESI) m/z 408.4 [(M+H)]+, calc'd for C22H29N7O: 407.52.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969565B2
Source datasetuspto-grants-2015_03
ORD IDord-4207636c4a644d62b2de654d2ac25ba0
Source noteuspto-grants-2015_03