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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445789Generated: October 29, 2026

Methyl iodide → HCID 59619830, compound

https://huagongshe.com/reaction/445789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 49835078HCID 49835078—
SolventDimethylformamideHCID 6228—
ProductHCID 59619830HCID 59619830—

Reaction Steps

A mixture of 8-(3,4-dimethoxy-phenyl)-1-(1,3-dimethyl-1H-pyrazol-4-yl)-1,3-dihydro-1,3,5,9-tetraaza-cyclopenta[a]naphthalen-2-one (Example 249, 50 mg, 0.120 mmol) and NaH 55% (8 mg, 0.183 mmol) in DMF (1.2 ml) was stirred at rt for 20 min. Then iodomethane (0.011 ml, 0.180 mmol) was added and the RM was stirred at rt for 2.25 h. After that, the RM was quenched with saturated aqueous NaHCO3, the suspension was then filtered, the cake was washed with water and dried in the vacuum oven to give the title compound as an off-white solid. (HPLC: tR 2.67 min (Method A); M+H=431 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.98 (s, 1H), 8.38 (d, 1H), 8.24 (d, 1H), 7.96 (s, 1H), 7.62-7.54 (m, 1H), 7.42-7.38 (m, 1H), 7.02 (d, 1H), 3.85 (s, 6H), 3.81 (s, 3H), 3.59 (s, 3H), 1.97 (s, 3H))

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476294B2
Source datasetuspto-grants-2013_07
ORD IDord-cb74bc8841b643bbb0999aa22357df26
Source noteuspto-grants-2013_07