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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696225Generated: November 2, 2026

Triethylamine → HCID 15953425, compound

https://huagongshe.com/reaction/1696225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiphenylphosphoryl azideHCID 123414—
ReactantHCID 67277247HCID 67277247—
Solventtert-ButanolHCID 6386—
ProductHCID 15953425HCID 15953425—

Reaction Conditions

Temperature100 °C

Reaction Steps

Diphenyl azidophosphate (0.083 mL) was added to 4-{[(1S,2R)-2-methylcyclohexyl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (56 mg) and triethylamine (0.075 mL) in tert-butanol (1.5 mL) and the mixture was stirred at 100° C. for 4 hours. tert-butanol was removed under reduced pressure, then chloroform and water were added, and the organic layer was separated, washed with brine, and dried over MgSO4. After removal of MgSO4 and solvent, the residue was purified by column chromatography on silica gel with chloroform and methanol (98:2 to 90:10) to give 1-[(1S,2R)-2-methylcyclohexyl]-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2(1H)-one (53 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163767B2
Source datasetuspto-grants-2012_04
ORD IDord-c310459d9d224d7d8761ec561d915ee1
Source noteuspto-grants-2012_04