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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968579Generated: October 29, 2026

Azetidine → HCID 178505982, compound

https://huagongshe.com/reaction/1968579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzetidineHCID 10422—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178505981HCID 178505981—
Solvent1-ButanolHCID 263—
ProductHCID 178505982HCID 17850598259.4%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture containing N-(6-chloro-2-cyclohexylpyrimidin-4-yl)-5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-amine (78 mg, 0.22 mmol), N, N-diisopropylethylamine (158 μL, 0.91 mmol), azetidine (45 μL, 0.67 mmol) and n-butanol (6 mL) was heated at 125° C. for 20 min in the microwave. The reaction mixture was cooled to room temperature and the resulting solid was filtered and the solid washed with Et2O, sNH4Cl and Et2O. The resulting solid was air dried to give the title compound as a white solid (48 mg, 58%). MS (ES+) m/e=368. 1H NMR: (DMSO) 1.08-1.92 (10H, m), 2.26-2.58 (3H, m), 3.89-4.06 (4H, m), 6.50 (1H, brs), 8.32-8.62 (2H, m), 9.79 (1H, s), 13.03 (1H, s)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426425B2
Source datasetuspto-grants-2013_04
ORD IDord-44aed7528ce842adba75d9b623a310d6
Source noteuspto-grants-2013_04