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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912141Generated: October 31, 2026

Pyridine → HCID 59244687, compound

https://huagongshe.com/reaction/912141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantBenzoyl chlorideHCID 7412—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantHCID 59244325HCID 59244325—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 59244687HCID 5924468790.2%

Reaction Steps

To an acetonitrile solution (2 ml) of 4-(3-t-butoxyphenyl)-2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine (36 mg), an acetonitrile solution (1 ml) of pyridine (25 μl, 3 equivalents), dimethylaminopyridine (ca. 2 mg, catalytic amount) and benzoyl chloride (28 mg, 2 equivalents) was added under ice cooling, followed by stirring at room temperature for 10 hours. To the reaction mixture, water (20 ml) was added, followed by extraction with ethyl acetate (10 ml×2). The organic layer was washed with aqueous ammonium chloride solution and brine, and subsequently dried over sodium sulfate. After filtering off the drying agent, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by preparative TLC (n-hexane/ethyl acetate=2/1), to obtain the desired compound as a colorless powder (42 mg, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022205B2
Source datasetuspto-grants-2011_09
ORD IDord-3557872a5d844b9b8b042f9c974eb75e
Source noteuspto-grants-2011_09