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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1053145Generated: October 26, 2026

Water → [4-[6-Amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]phenyl]-morpholino-methanone

https://huagongshe.com/reaction/1053145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant[4-(Morpholine-4-carbonyl)phenyl]boronic acidHCID 2773546—
Reactant5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamineHCID 90273155—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product[4-[6-Amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]phenyl]-morpholino-methanoneHCID 7710656336.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 5-bromo-3-(1-isopropyl-1H-[1,2,3]triazol-4-yl)-pyridin-2-ylamine (200 mg, 0.70 mmol) and (4-(morpholine-4-carbonyl)phenyl)boronic acid (183 mg, 0.77 mmol) in 1,4-dioxane (10.0 mL)/water (5.0 mL) was added Cs2CO3 (690 mg, 2.12 mmol) at room temperature. The reaction mixture was degassed with argon for 30 min. Then Pd(PPh3)4 (40 mg, 0.03 mmol) was added and allowed to stir at 110° C. for 30 min in CEM micro wave. The reaction mixture was cooled to RT, diluted with EtOAc (50 mL) and washed with water (50 mL). The organic layer was washed with brine solution (20 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure to afford crude compound. Crude compound was purified by column using 100-200 mesh silica gel. The column was eluted with 5% MeOH in DCM to afford 100 mg (yield: 35.97%) of the title compound as pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393248B1
Source datasetuspto-grants-2016_07
ORD IDord-6d2456e81fcd4d5da4b9c2674a176c45
Source noteuspto-grants-2016_07