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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876518Generated: November 2, 2026

Morpholine → HCID 68195106, compound

https://huagongshe.com/reaction/876518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidineHCID 14116871—
SolventEthyl AcetateHCID 8857—
ProductHCID 68195106HCID 6819510682%

Reaction Conditions

Temperature200 °C

Reaction Steps

In a 20 mL vial, 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (0.19 g, 1.011 mmol, 1.0 equiv) was dissolved in NMP (2 mL). Di-isopropyl-ethylamine (0.392 g, 0.514 mL, 3.03 mmol, 3.0 equiv) and morpholine (0.264 g, 0.264 mL, 3.03 mmol, 3.0 equiv.) were then added. The reaction mixture was then transferred into a 5 mL microwave vessel and heated at 200° C. for 30 minutes. The reaction was then cooled down to room temperature and diluted with 35 mL of ethyl acetate. The organic phase was then washed with saturated ammonium chloride solution (2×30 mL). The organic layer was then dried with MgSO4, filtered and removed under reduced pressure to obtain a brown oil. The oil was then purified using flash chromatography using 20% to 100% gradient of EtOAc/Heptane. The compound was isolated as a white solid (239.1 mg, 82% yield). 1HNMR (CDCl3): δ 9.67 (1H, brs), 6.74 (1H, m), 6.29 (1H, d), 3.82 (8H, dt), 3.72 (8H, m)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987257B2
Source datasetuspto-grants-2015_03
ORD IDord-b363b4a7bcd747858d1fdcd25109d84c
Source noteuspto-grants-2015_03