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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912405Generated: November 1, 2026

6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl ester → 4-(1,6-diazaspiro[3.5]non-6-yl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/1912405

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl esterHCID 58293361—
CatalystHCID 178418390HCID 178418390—
SolventMeOH tetrahydrofuranHCID 21899815—
Product4-(1,6-diazaspiro[3.5]non-6-yl)-7H-pyrrolo[2,3-d]pyrimidineHCID 5829333394.3%

Reaction Steps

To a solution of an optically-active compound of 6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl ester (2.55 g) in methanol/tetrahydrofuran (51 ml/51 ml) was added 20% palladium carbon (510 mg), and the mixture was hydrogenated under 4 atmospheres for 5 hours. The mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure. The resulting residue was slurry-washed with diisopropyl ether (30 ml) to give the titled compound (1.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609647B2
Source datasetuspto-grants-2013_12
ORD IDord-4ac758042c044fb8bd742b99172ae151
Source noteuspto-grants-2013_12