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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559261Generated: October 28, 2026

Sodium hydride → HCID 16223448, compound

https://huagongshe.com/reaction/559261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDibenzo-18-crown-6HCID 26541—
ReactantBromomethyl methyl etherHCID 83093—
ReactantHCID 178481369HCID 178481369—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 16223448HCID 16223448—

Reaction Steps

209 mg (0.49 mmol) of compound from Example 47, 3-(2,4-dichlorophenyl)-1,9-dimethyl-6-(1H-[1,2,3]triazol-4-yl)-1,9-dihydropyrido[2,3-b]indol-2-one, are dissolved in 3 ml of DMF. 30 mg (0.74 mmol) of 60% NaH and a spatula tip of dibenzo-18-crown-6 are added. 80 μl of bromomethyl methyl ether are then added. The mixture is stirred at ambient temperature for 16 hours. The reaction medium is poured into water and then extracted with EtOAc and the organic phase is dried over MgSO4, filtered and evaporated to dryness, adsorbing onto silica. Purification is carried out on a silica column, elution being carried out with a gradient of EtOAc/50% cyclohexane, then with EtOAc/40% cyclohexane and, finally, 100% EtOAc. The residue is triturated in MeOH so as to obtain a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063061B2
Source datasetuspto-grants-2011_11
ORD IDord-5bcbb65ac79044899a59a87a31890d9f
Source noteuspto-grants-2011_11