Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772655Generated: November 3, 2026

HCID 86345607, compound → 4-(5-(6-(Piperazin-1-yl)pyridin-3-yl)-2-(1-(quinolin-2-yl)azetidin-3-yl)imidazo[1,2-a]pyrazin-8-yl)morpholine

https://huagongshe.com/reaction/1772655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86345607HCID 86345607—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product4-(5-(6-(Piperazin-1-yl)pyridin-3-yl)-2-(1-(quinolin-2-yl)azetidin-3-yl)imidazo[1,2-a]pyrazin-8-yl)morpholineHCID 86345606—

Reaction Steps

Compound 29d (100 mg, 0.147 mmol) in MeOH (15 mL) and DCM (5 mL) was hydrogenated over 10% Pd/C (20 mg) overnight under balloon pressure. The reaction mixture was filtered through a pad of diatomaceous earth and the filtrate was concentrated and dried under reduced pressure to obtain the title compound 99. 1H-NMR (400 MHz, DMSO-d6) δ (ppm): 8.36 (d, J=2.3 Hz, 1H), 8.04 (d, J=9.0 Hz, 1H), 7.84-7.92 (m, 2H), 7.71 (d, J=7.8 Hz, 1H), 7.49-7.60 (m, 2H), 7.33-7.37 (m, 1H), 7.19-7.25 (m, 1H), 7.03 (d, J=8.6 Hz, 1H), 6.77 (d, J=9.0 Hz, 1H), 5.77 (s, 1H), 4.44-4.52 (m, 2H), 4.24 (t, J=6.8 Hz, 2H), 4.10-4.20 (m, 4H), 3.68-3.78 (m, 8H), 3.36 (br. s., 2H), 2.97-3.10 (m, 2H), 2.56 (br. s., 1H). Mass Spectrum (LCMS, ESI pos.) Calcd. for C31H33N9O: 548.3 (M+H). Found 548.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249163B2
Source datasetuspto-grants-2016_02
ORD IDord-f0ec4d56d0f04ee8a37cd512b67f9349
Source noteuspto-grants-2016_02