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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045504Generated: October 30, 2026

Cesium carbonate → 5-[(3-amino-1-methyl-1H-indazol-6-yl)oxy]-3-(4-methoxybenzyl)-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one

https://huagongshe.com/reaction/1045504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-chloro-3-[(4-methoxyphenyl)methyl]-1H,2H,3H,4H-pyrido[2,3-d]pyrimidin-2-oneHCID 66926291—
Reactant3-amino-1-methyl-1H-indazol-6-olHCID 135742460—
SolventDimethylformamideHCID 6228—
Product5-[(3-amino-1-methyl-1H-indazol-6-yl)oxy]-3-(4-methoxybenzyl)-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-oneHCID 7049718570.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

Suspended 5-chloro-3-(4-methoxy-benzyl)-3,4-dihydro-1h-pyrido[2,3-d]pyrimidin-2-one (400.00 mg; 1.32 mmol; 1.00 eq.), 3-amino-1-methyl-1h-indazol-6-ol (268.61 mg; 1.65 mmol; 1.25 eq.) and cesium carbonate (858.15 mg; 2.63 mmol; 2.00 eq.) in DMF (4.00 ml). Heated in a microwave at 130° C. for 90 min. The reaction was concentrated, redissolved in DMSO (20 mL) and filtered through celite. Purified filtrate via prep HPLC to afford 400 mg (56%) of compound 276 as a tan solid. LC-MS (M+H=431, obsd.=431)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569295B2
Source datasetuspto-grants-2013_10
ORD IDord-ca4ffde5bd114f9091d795fa9afd8acc
Source noteuspto-grants-2013_10