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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530026Generated: October 30, 2026

Methyl iodide → HCID 89463478, compound

https://huagongshe.com/reaction/530026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 136507784HCID 136507784—
SolventDimethylformamideHCID 6228—
ProductHCID 89463478HCID 89463478—

Reaction Steps

To a solution of 3-methyl-2-(pyridine-3-yl)-6,7-dihydropyrazolo[1,5-a]pyrimidin-5(4H)-one (50 mg, 0.22 mmol) in DMF (5 mL) was added NaH (13 mg, 0.33 mmol). The resulting mixture was stirred at room temperature for 30 minutes, and then iodomethane (47 mg, 0.33 mmol) was added and stirred at room temperature for 30 minutes. The mixture was quenched with water (20 mL) and extracted with ethyl acetate (10 mL×2). The combined organic layers were dried, filtered, concentrated in vacuo and re-crystallized from MeOH to give 3,4-dimethyl-2-(pyridine-3-yl)-6,7-dihydropyrazolo[1,5-a]pyrimidin-5(4 H)-one: MS (m/z): 243.1 [M+H]+, 1HNMR (400 MHz, CD3OD) δ 8.74 (s, 1H), 8.55 (d, 1 H, J=4.0 Hz), 8.03 (d, 1 H, J=8.0 Hz), 7.54 (dd, 1 H, J=4.8 Hz, J=8.0 Hz), 4.35 (t, 2H, J=6.8 Hz), 3.50 (s, 3 H), 2.95 (t, 2 H, J=6.8 Hz), 2.30 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09351973B2
Source datasetuspto-grants-2016_05
ORD IDord-53d129101d6048a2afe2f98db6db6e16
Source noteuspto-grants-2016_05