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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206537Generated: October 31, 2026

Sodium hydride → HCID 117778941, compound

https://huagongshe.com/reaction/2206537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(1-Bromoethyl)-4-fluorobenzeneHCID 13389030—
ReactantHCID 26954669HCID 26954669—
SolventDimethylformamideHCID 6228—
ProductHCID 117778941HCID 1177789413%

Reaction Steps

N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-2-methyl-1H-indole-3-carboxamide (309 mg, 1.0 mmol) was dissolved in 4 mL DMF, NaH (80 mg, 2.0 mmol) was added, the mixture was stirred at room temperature for 30 min, and then 1-(1-bromoethyl)-4-fluorobenzene (0.404 mg, 2.0 mmol) was added. The mixture was stirred at room temperature overnight and was directly purified by reverse phase HPLC (A:CH3CN, B:water+0.1% HCl. A:B=35:65 ASB C18 150*25 mm) to afford the title compound as a white solid (11 mg, yield 3%). LCMS 432 (M+H+) 1H NMR (400 MHz, CDCl3) δ 7.78 (d, J=8 Hz, 1H), 7.33 (m, 1H), 7.14 (s, 1H), 6.96 (m, 2H), 6.92 (m, 1H), 6.85-6.92 (m, 4H), 5.85 (s, 1H), 5.72 (m, 1H), 4.56 (s, 2H), 2.64 (s, 3H), 2.37 (s, 3H), 2.11 (s, 3H), 1.85 (d, J=7.2 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371331B2
Source datasetuspto-grants-2016_06
ORD IDord-7a7120ceb4ac4424a7a1169b21da303b
Source noteuspto-grants-2016_06