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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628279Generated: October 29, 2026

Sodium hydride → HCID 118159808, compound

https://huagongshe.com/reaction/628279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
Reactant1,7-dimethyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridineHCID 136963111—
SolventDimethylformamideHCID 6228—
ProductHCID 118159808HCID 118159808—

Reaction Steps

To a solution of 1,7-dimethyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridine (0.15 g, 0.80 mmol, prepared as in Example 2, Step 5) in DMF (20 mL) was added sodium hydride (42 mg, 1.0 mmol, 60% in mineral oil). This was stirred for 10 minutes, followed by the addition of methyl 4-bromomethylbenzoate (0.18 g, 0.80 mmol, Aldrich). After 45 minutes, the reaction mixture was poured into saturated NH4Cl solution and extracted with six portions of EtOAc. The combined extracts were washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated afford product as a light yellow solid, which was used without further purification in the next Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309246B2
Source datasetuspto-grants-2016_04
ORD IDord-b89a76f598a4400b97a213a8f9105cf5
Source noteuspto-grants-2016_04