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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577264Generated: October 28, 2026

Morpholine → N-(1-Methyl-1H-pyrazol-4-yl)-1-((6-morpholinopyridin-2-yl)methyl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine

https://huagongshe.com/reaction/577264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant1-((6-Fluoropyridin-2-yl)methyl)-N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amineHCID 66765262—
SolventDichloromethaneHCID 6344—
ProductN-(1-Methyl-1H-pyrazol-4-yl)-1-((6-morpholinopyridin-2-yl)methyl)-1H-pyrazolo[3,4-d]pyrimidin-6-amineHCID 6676550264%

Reaction Conditions

Temperature180 °C

Reaction Steps

1-((6-fluoropyridin-2-yl)methyl)-N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine (27 mg, 0.08 mmol) was dissolved in morpholine (0.6 ml) in a microwave tube under Nitrogen which was sealed and heated at 180° C. for 1 h. The mixture was diluted with DCM, washed with water and the water re-extracted with DCM. The combined organics were dried over Na2SO4, filtered and the solvent evaporated to give the title compound as a yellowish solid (20 mg, 64% yield). 1H NMR (d6-DMSO) δ 9.78 (br s, 1H), 8.91 (s, 1H), 8.05 (s, 1H), 7.91 (s, 1H), 7.52 (s, 1H), 7.46 (t, 1H), 6.68 (d, 1H), 6.28 (br s, 1H), 5.46 (s, 2H), 3.78 (s, 3H), 3.62 (t, 4H), 3.35 (t, 4H); LC-MS method B, (ES+) 392.0, RT=6.84 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040545B2
Source datasetuspto-grants-2015_05
ORD IDord-ae6b8dad8e0145ee95501577ac5f90ac
Source noteuspto-grants-2015_05