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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080257Generated: November 2, 2026

Dimethylformamide → HCID 58388096, compound

https://huagongshe.com/reaction/2080257

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-AzaindoleHCID 9226—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67119602HCID 67119602—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 58388096HCID 583880968.7%

Reaction Steps

1H-Pyrrolo[3,2-b]pyridine described in Preparation Example S-4 (44 mg, 0.37 mmol) was dissolved in N,N-dimethylformamide (3 mL), sodium hydride (18 mg, 0.45 mmol, 60% in oil) was added thereto, followed by stirring at room temperature for 30 minutes. Next, (4-phenoxy-benzyl)-carbamic acid phenyl ester described in Preparation Example 75 (143 mg, 0.45 mmol) was added, and the solution was stirred at room temperature for 2 hours. After the reaction was completed, the reaction solution was poured into brine, which was then extracted with ethyl acetate, and concentrated. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:1), and the title compound (11 mg, 0.032 mmol, 8.7%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-b9d9712fe53f4c0890f08139e0d350c3
Source noteuspto-grants-2011_04