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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179125Generated: November 3, 2026

Methyl iodide → HCID 10236275, compound

https://huagongshe.com/reaction/1179125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantN-cyclopropyl-4-pyrazolo[1,5-b]pyridazin-3-ylpyrimidin-2-amineHCID 6918710—
SolventDimethylformamideHCID 6228—
ProductHCID 10236275HCID 1023627580%

Reaction Steps

To a solution of N-cyclopropyl-4-pyrazolo[1,5-b]pyridazin-3-yl-2-pyrimidinamine (25 mg, 0.1 mmol) in DMF (2 mL) was added sodium hydride (6 mg, 0.25 mmol) and methyl iodide (0.013 mL, 0.15 mmol). The reaction was allowed to stir for about 1 hour. The reaction was concentrated in vacuo. Water (10 mL) was added and the aqueous layer was extracted with EtOAc (2×30 mL). The combined organic layers were dried (MgSO4) filtered and concentrated in vacuo. The residue was triturated with diethylether to give the title compound as light orange solid (20 mg, 80%). 1H-NMR (400 MHz, CDCl3) δ 9.07 (d, 1H, J=8.8 Hz), 8.46 (s, 1H), 8.35 (m, 2H) 7.12 (dd, 1H, J=8.8, 4.4 Hz), 6.89 (d, 1H, J=5.6 Hz), 3.23 (s, 3H), 2.85 (m, 1H), 0.94 (m, 2H), 0.73 (m, 2H); MS (ESI) (M+H)+ 267.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279473B2
Source datasetuspto-grants-2007_10
ORD IDord-35dee585bb2c4882a4fecef04c93cc1f
Source noteuspto-grants-2007_10