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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2241809Generated: October 31, 2026

Cesium carbonate → 5-(6-Methoxy-1,3-benzoxazol-2-yl)-N,N-dimethylpyrimidin-2-amine

https://huagongshe.com/reaction/2241809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-N,N-dimethylpyrimidin-2-amineHCID 12735315—
Reactant6-Methoxybenzo[d]oxazoleHCID 19020184—
CatalystBis(tri-tert-butylphosphine)palladium(0)HCID 2734558—
SolventDimethylformamideHCID 6228—
Product5-(6-Methoxy-1,3-benzoxazol-2-yl)-N,N-dimethylpyrimidin-2-amineHCID 24780658—

Reaction Steps

6-Methoxy-1,3-benzoxazole (0.67 mmol), 5-bromo-N,N-dimethylpyrimidin-2-amine (0.80 mmol), CuBr (0.13 mmol), Cs2CO3 (0.67 mmol) and Pd(t-Bu3P)2 (0.067 mmol) in dry DMF (3 ml) was stirred 30 min at 160° C. in a microwave reactor. The reaction mixture was filtered through celite, washed through with CH2Cl2 and the solvents were removed under reduced pressure. The crude product was purified by flash chromatography (CH2Cl2/CH2Cl2/MeOH (9:1) gradient) to give the title compound as an off white solid (108.2 mg). 1H NMR δ ppm 8.99 (s, 2H) 7.62 (d, 1H) 7.38 (d, 1H) 6.98 (dd, 1H) 3.83 (s, 3H) 3.23 (s, 6H); MS m/z 271 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07670591B2
Source datasetuspto-grants-2010_03
ORD IDord-6ad30426728a4517a12a72f1324eace4
Source noteuspto-grants-2010_03