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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175982Generated: October 31, 2026

Methyl iodide → HCID 90412921, compound

https://huagongshe.com/reaction/2175982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 90412187HCID 90412187—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 90412921HCID 9041292162%

Reaction Steps

The title compound of Example 238 (63 mg, 0.14 mmol) was dissolved in DMF (1.4 mL) and then sodium tert-butoxide (15 mg, 0.15 mmol) followed by iodomethane (9 μL, 0.14 mmol) were added. After 15 h at room temperature the reaction mixture was diluted with EtOAc and water was added. The aqueous phase was extracted twice with EtOAc and the combined organic phases were dried over MgSO4, filtered and evaporated. Purification was performed using Agilent prep method X to give the title compound (40 mg, 62%). MS (ESI) mass calcd. for: C23H20F4N6O, 472.2. m/z found 473.2 [M+H]+. 1H NMR (500 MHz, Chloroform-d) 8.81 (d, J=4.9 Hz, 2H), 8.35 (s, 1H), 8.02 (s, 1H), 7.55-7.46 (m, 1H), 7.34-7.20 (m, 3H), 4.81-4.73 (m, 1H), 4.67 (d, J=4.3 Hz, 1H), 4.17-4.08 (m, 1H), 3.05 (s, 3H), 2.12 (dd, J=12.8, 8.3 Hz, 1H), 1.98-1.44 (m, 5H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062078B2
Source datasetuspto-grants-2015_06
ORD IDord-34b39a5df38c448fbb3f8f22aaedf9d3
Source noteuspto-grants-2015_06