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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912385Generated: October 31, 2026

Water → HCID 59244400, compound

https://huagongshe.com/reaction/912385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 2734648—
ReactantHCID 59244794HCID 59244794—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventDimethylformamideHCID 6228—
ProductHCID 59244400HCID 59244400112.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-(4-Chloro-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-ethanone (J-01-D, 217 mg), 4-(4,4,5,5-tetramethyl-[1,3]dioxaborolan-2-yl)-pyridine (189 mg), palladium acetate (8.6 mg), S-Phos (32 mg) and potassium phosphate (326 mg) were suspended in DMF (7.6 ml), followed by stirring at 100° C. for 3 hours. To the reaction mixture, water (50 ml) was added, followed by extraction five times with ethyl acetate/THF (40 ml/10 ml). The combined extracts were washed with saturated aqueous sodium chloride solution, followed by drying over sodium sulfate. After the sodium sulfate was filtered off, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (dichloromethane/methanol=100/0 to 50/1), to obtain the desired compound (D-323) as a pale yellow powder (282 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022205B2
Source datasetuspto-grants-2011_09
ORD IDord-bc69495e0c644c93a7ed5831558fd820
Source noteuspto-grants-2011_09