Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101017Generated: October 30, 2026

Cesium carbonate → HCID 57799866, compound

https://huagongshe.com/reaction/2101017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-AminobenzonitrileHCID 13396—
Reactant1,4-DioxaneHCID 31275—
Reactant(1-chloro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amineHCID 57799674—
Catalystpalladium(II) acetateHCID 167845—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 57799866HCID 57799866—

Reaction Conditions

Temperature150 °C

Reaction Steps

(1-chloro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine (100 mg), 4-amino-benzonitrile (85 mg), Cs2CO3 (376 mg), 2,2′-Bis(diphenylphosphino)-1′1-binaphthyl (BINAP) (44 mg), Pd(OAc)2 (8 mg), 1,4-dioxane (2 ml), N-methyl-pyrrolidone (NMP) (0.2 ml), were placed in a microwave bottle. The mixture was heated at 150° C. for 30 minutes under microwave irradiation and purified by preparative LC-MS to give 4-[6-methoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-1-ylamino]-benzonitrile. LC-MS m/e 371 (MH+). 1H NMR(DMSO): δ 2.26(s, 3H), δ 3.86(s, 3H), δ 5.75(s, 1H), δ 6.52(m, 1H), δ 6.79(d, 1H), δ 7.12(s, 1H), δ 7.65(d, 2H), δ 8.20(m, 3H), δ 8.65(s,1H), δ 9.30(s, 1H), δ 11.75(s,1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572809B2
Source datasetuspto-grants-2009_08
ORD IDord-0ed15bd9328b4c12b559f75601ac8e96
Source noteuspto-grants-2009_08